TW201906963A - Adhesive sheet and film with adhesive layer - Google Patents

Abstract

The present invention provides an adhesive sheet that exhibits high absorption selectivity to ultraviolet rays and short-wavelength visible light near a wavelength of 405 nm, and has a good suppression function for degradation caused by ultraviolet rays in a retardation film or an organic EL light-emitting element. .

The adhesive sheet of the present invention is an adhesive layer formed of an adhesive composition containing at least a (meth) acrylic resin and a light selective absorption compound, and satisfies the following formulae (1) and (2): A (350 ) ≧ 0.5 (1)

A (405) ≧ 0.5 (2) [In formula (1), A (350) represents the absorbance at a wavelength of 350 nm; in formula (2), A (405) represents the absorbance at a wavelength of 405 nm].

Description

   Adhesive sheet and film with adhesive layer   

The present invention relates to an adhesive sheet and a film with an adhesive layer using the adhesive sheet.

In organic EL (electroluminescnet) display devices or liquid crystal display devices (FPD (flat panel display): flat display), various display devices such as organic EL elements, liquid crystal cells, or optical films such as polarizing plates have been used. Building blocks. Since organic EL compounds, liquid crystal compounds, and the like used in these members are organic substances, deterioration due to ultraviolet (UV) tends to be a problem. In order to solve such a problem, Patent Document 1 describes, for example, a polarizing plate obtained by adding an ultraviolet absorber having excellent ultraviolet absorption performance in a wavelength range of 370 nm or less to a protective film of a polarizing plate.

    [Prior technical literature]         [Patent Literature]    

[Patent Document 1] Japanese Patent Laid-Open No. 2006-308936

In addition, in recent years, thinning of display devices is underway, and development of a liquid crystal-based retardation film obtained by aligning / photocuring a polymerizable liquid crystal compound is progressing. It is clear that these liquid crystal-based retardation films or organic EL light-emitting elements are not only deteriorated by ultraviolet rays, but also tend to deteriorate in short-wavelength visible light around 400 nm. However, even though the polarizing plate system described in Patent Document 1 has excellent ultraviolet absorption performance in a wavelength range of 370 nm or less, visible light absorption performance near 400 nm is low, and there is insufficient suppression of deterioration of a liquid crystal system retardation film or an organic EL light-emitting element. situation. In addition, in recent years, display devices are seeking better display characteristics.

The present invention provides high absorption selectivity for ultraviolet rays and short-wavelength visible light near a wavelength of 405 nm, and has a good suppression function for degradation caused by ultraviolet rays or short-wavelength visible light in a retardation film or an organic EL light-emitting element. Adhesive sheet.

The present invention includes the following inventions.

[1] An adhesive sheet formed of an adhesive composition containing a (meth) acrylic resin (A) and a light selective absorption compound, and satisfying the following formulae (1) and (2), A (350 ) ≧ 0.5 (1) A (405) ≧ 0.5 (2) [In formula (1), A (350) represents the absorbance at a wavelength of 350nm; in formula (2), A (405) represents the absorbance at a wavelength of 405nm] .

[2] The adhesive sheet according to [1], which further satisfies the following formula (3), A (440) ≦ 0.1 (3) [In formula (3), A (440) represents the absorbance at a wavelength of 440nm ].

[3] The adhesive sheet according to [1], which further satisfies the following formula (4), A (405) / A (440)> 5 (4) [In formula (4), A (405) represents The absorbance at a wavelength of 405 nm, A (440) represents the absorbance at a wavelength of 440 nm].

[4] The adhesive sheet according to any one of [1] to [3], wherein the light selective absorption compound includes a compound that selectively absorbs light having a wavelength of 350 nm and a compound that selectively absorbs light having a wavelength of 405 nm .

[5] The adhesive sheet according to [4], wherein the compound that selectively absorbs light having a wavelength of 405 nm is a compound that satisfies formula (5), and ε (405) ≧ 20 (5) [in formula (5) , Ε (405) represents the gram absorption coefficient of the compound at a wavelength of 405 nm; the unit of the gram absorption coefficient is L / (g‧cm)].

[6] The adhesive sheet according to [5], wherein the compound that selectively absorbs light having a wavelength of 405 nm is a compound satisfying the formula (6), and ε (405) / ε (440) ≧ 20 (6) [ In the formula (6), ε (405) represents the gram absorption coefficient of a compound at a wavelength of 405 nm, and ε (440) represents the gram absorption coefficient at a wavelength of 440 nm].

[7] The adhesive sheet according to any one of [4] to [6], wherein the compound that selectively absorbs light having a wavelength of 405 nm is a compound having a merocyanine structure in the molecule.

[8] The adhesive sheet according to any one of [1] to [7], wherein the adhesive composition further contains a crosslinking agent.

[9] The adhesive sheet according to [8], wherein the content of the crosslinking agent (B) is 0.01 to 15 parts by mass based on 100 parts by mass of the (meth) acrylic resin (A).

[10] The adhesive sheet according to any one of [1] to [9], wherein the content of the light-selective absorbing compound is 0.01 to 20 based on 100 parts by mass of the (meth) acrylic resin (A). Parts by mass.

[11] The optical film with an adhesive layer according to any one of [1] to [10], which is obtained by laminating an optical film on at least one side of an adhesive sheet.

[12] The polarizing plate with an adhesive layer according to [11], wherein the optical film is a polarizing plate.

[13] A display device comprising an optical film with an adhesive layer according to any one of [11] or [12].

The adhesive sheet of the present invention exhibits a high absorption selectivity for ultraviolet rays and short-wavelength visible light near 405 nm, and has a good suppression function for deterioration caused by ultraviolet rays in a retardation film or an organic EL light-emitting element. In addition, the adhesive sheet of the present invention exhibits a high absorption selectivity for short-wavelength visible light near a wavelength of 405 nm even after a weather resistance test, and can suppress deterioration caused by ultraviolet rays or short-wavelength visible light. When the adhesive sheet of the present invention is used in a display device, good display characteristics and durability can be provided.

1‧‧‧adhesive sheet

2‧‧‧ peeling film

10A, 10B, 10C‧‧‧Optical multilayer

3‧‧‧ protective film

4‧‧‧ optical film

7, 60‧‧‧ Adhesive layer

7a‧‧‧Adhesive layer

8‧‧‧ protective film

9‧‧‧ polarizing film

30‧‧‧Light-emitting element

40‧‧‧ Optical Film

50, 50a‧‧‧1 / 4 wavelength retardation layer

60‧‧‧ Adhesive layer

70‧‧‧1 / 2 wavelength retardation layer

80‧‧‧ positive C floor

FIG. 1 shows an example of the layer structure of the adhesive sheet of the present invention.

FIG. 2 shows an example of a layer configuration of an optical laminate including the adhesive sheet of the present invention.

FIG. 3 shows an example of a layer configuration of an optical laminate including the adhesive sheet of the present invention.

FIG. 4 shows an example of a layer configuration of an optical laminate including the adhesive sheet of the present invention.

The adhesive sheet of the present invention is formed of an adhesive composition containing a (meth) acrylic resin (A) and a light selective absorption compound, and satisfies the following formulae (1) and (2).

A (350) ≧ 0. (1)

A (405) ≧ 0.5 (2) [In the formula (1), A (350) represents an absorbance at a wavelength of 350 nm. In formula (2), A (405) represents an absorbance at a wavelength of 405 nm. ]

The larger the value of A (350), the higher the absorption at a wavelength of 350 nm. If the value of A (350) is less than 0.5, the absorption at a wavelength of 350 nm is low, and the effect of suppressing deterioration of a retardation film in a ultraviolet ray or a display device such as an organic EL element is small. The value of A (350) is preferably 0.5 or more, more preferably 0.8 or more, and particularly preferably 1.0 or more.

The larger the value of A (405), the higher the absorption at a wavelength of 405 nm. If the value of A (405) is less than 0.5, the absorption at a wavelength of 405 nm is low, and the effect of suppressing deterioration of a display device such as a retardation film or an organic EL element in ultraviolet or short-wavelength visible light is small. The value of A (405) is preferably 0.6 or more, more preferably 0.8 or more, and particularly preferably 1.0 or more. The upper limit is not particularly limited, and is usually 10 or less.

The adhesive sheet of the present invention preferably satisfies any one of the following formulae (3) and (4), and more preferably satisfies both of the following formulae (3) and (4).

A (440) ≦ 0.1 (3) [In the formula (3), A (440) represents an absorbance at a wavelength of 440 nm. ]

A (405) / A (440) ≧ 5 (4) [In the formula (4), A (405) represents an absorbance at a wavelength of 405nm, and A (440) represents an absorbance at a wavelength of 440nm. ]

The smaller the value of A (440), the lower the absorption at a wavelength of 440nm. If the value of A (440) exceeds 0.1, it tends to impair good color performance in a display device. In addition, since the light emission of the display device is hindered, the brightness is also reduced. The value of A (440) is preferably 0.05 or less, more preferably 0.04 or less, and particularly preferably 0.03. There is no particular lower limit, and it is usually 0.00001 or more.

The value of A (405) / A (440) indicates that the magnitude of absorption at a wavelength of 405nm is relative to the magnitude of absorption at a wavelength of 440nm. A larger value indicates that the adhesive sheet of the present invention is more specific in a wavelength region near 405nm. Sexual absorption. The value of A (405) / A (440) is preferably 10 or more, more preferably 30 or more, and particularly preferably 60 or more.

The adhesive layer of the present invention is formed of an adhesive composition containing at least a (meth) acrylic resin and a light selective absorption compound.

The adhesive composition preferably further contains a crosslinking agent.

The light selective absorption compound is not particularly limited as long as it is a compound that selectively absorbs light having a wavelength of 350 nm or light having a wavelength of 405 nm. The light selective absorption compound preferably includes a compound that selectively absorbs light having a wavelength of 350 nm and a compound that selectively absorbs light having a wavelength of 405 nm.

Examples of the compound that selectively absorbs light having a wavelength of 350 nm (hereinafter, sometimes referred to as a light selective absorption compound (A)) include an ultraviolet absorber. The ultraviolet absorber is not particularly limited, and examples thereof include an oxydiphenylketone ultraviolet absorber, a benzotriazole-based ultraviolet absorber, a salicylate-based ultraviolet absorber, a diphenylketone-based ultraviolet absorber, Cyanoacrylate UV absorber, three Organic UV absorbers such as UV absorbers. More specifically, for example, 5-chloro-2- (3,5-di-second-butyl-2-hydroxyphenyl) -2H-benzotriazole, (2-2H-benzotriazole- 2-yl) -6- (Straight and side chain dodecyl) -4-methylphenol, 2-hydroxy-4-benzyloxydiphenyl ketone, 2,4-benzyloxydiphenyl Ketones, etc. These organic ultraviolet absorbers may be used in combination of one kind or two or more kinds.

Commercially available UV absorbers can also be used. UV absorbers include "Kemisorb 102" manufactured by CHEMIPRO Chemical Co., Ltd., "ADEKASTAB LA46" manufactured by ADEKA Co., Ltd., "ADEKASTAB LAF70", "TINUVIN 109", "TINUVIN 171" manufactured by BASF Japan, "TINUVIN 234", "TINUVIN 326", "TINUVIN 327", "TINUVIN 328", "TINUVIN 928", "TINUVIN 400", "TINUVIN 460", "TINUVIN 405", "TINUVIN 477", etc. Examples of the benzotriazole-based ultraviolet absorbers include "ADEKASTAB LA31" and "ADEKASTAB LA36" manufactured by ADEKA Co., Ltd., "Sumisorb 200", "Sumisorb 250", and "Sumisorb 300" manufactured by Sumika Chemtex Co., Ltd. , "Sumisorb 340" and "Sumisorb 350", "Kemisorb 74", "Kemisorb 79" and "Kemisorb 279" manufactured by CHEMIPRO Chemical Co., Ltd., "TINUVIN 99-2", "TINUVIN 900" and " TINUVIN 928 "and so on.

The ultraviolet absorber may be an inorganic ultraviolet absorber. Examples of the inorganic ultraviolet absorber include titanium oxide, zinc oxide, indium oxide, tin oxide, talc, kaolin, calcium carbonate, titanium oxide-based composite oxide, zinc oxide-based composite oxide, and ITO (tin-doped indium oxide) ), ATO (antimony-doped tin oxide), etc. Examples of the titanium oxide-based composite oxide include zinc oxide doped with silicon oxide and aluminum oxide. These inorganic ultraviolet absorbers can be used singly or in combination of two or more kinds. It is also possible to use an organic ultraviolet absorber and an inorganic ultraviolet absorber in combination.

As a compound that selectively absorbs light having a wavelength of 405 nm (hereinafter, sometimes referred to as a light selective absorption compound (B)), a compound that satisfies the following formula (5) is preferred, and a compound that satisfies the following formula (6) ) Of compounds.

ε (405) ≧ 20 (5) [In the formula (5), ε (405) represents the gram absorption coefficient of a compound having a wavelength of 405 nm. The unit of gram absorption coefficient is L / (g‧cm). ]

ε (405) / ε (440) ≧ 20 (6) [In the formula (6), ε (405) represents the gram absorption coefficient of the compound at a wavelength of 405 nm, and ε (440) represents the gram absorption coefficient at a wavelength of 440 nm. ]

The gram absorption coefficient was measured by the method described in the examples.

A compound having a larger value of ε (405) is more likely to absorb light having a wavelength of 405 nm, and suppresses deterioration of the retardation film under ultraviolet or short-wavelength visible light. If the value of ε (405) is less than 20 L / (g‧cm), it is difficult to express a retardation film or an organic EL light-emitting element without increasing the content of the light selective absorption compound (B) in the adhesive composition. The tendency to suppress deterioration caused by ultraviolet rays or short-wavelength visible light. When the content of the light-selective absorption compound (B) is increased, the light-selective absorption compound (B) may ooze or be unevenly dispersed, and the light-absorbing function may become insufficient. The value of ε (405) is preferably 20L / (g‧cm) or more, more preferably 30L / (g‧cm) or more, even more preferably 40L / (g‧cm) or more, and usually 500L / (g‧cm) )the following.

A compound having a larger value of ε (405) / ε (440) can absorb light near 405 nm without inhibiting the color performance of the display device, and suppress light from a display device such as a retardation film or an organic EL element. Degradation. The value of ε (405) / ε (440) is preferably 20 or more, more preferably 40 or more, even more preferably 70 or more, and particularly preferably 80 or more.

The compound that selectively absorbs light having a wavelength of 405 nm is preferably a compound containing a partial anthocyanin structure in the molecule. The compound containing a part of anthocyanin structure in the molecule is a compound having a partial structure represented by-(NC = CC = C)-in the molecule, and examples thereof include a part of anthocyanin-based compound and a cyanine-based compound. The compound, indole-based compound, benzotriazole-based compound, and the like are preferably methocyanin-based compound, anthocyanin-based compound, and benzotriazole-based compound, and more preferably a compound represented by formula (I).

[Wherein R ¹ and R ⁵ each independently represent a hydrogen atom, an alkyl group having 1 to 25 carbons which may have a substituent, an aralkyl group having 7 to 15 carbons which may have a substituent, and 6 to 15 carbons -CH ₂ -contained in the alkyl group or aralkyl group may be replaced with -NR ^1A- , -CO-, -SO _2- , -O-, or -S-.

R ^1A represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.

R ² , R ³ and R ⁴ each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbons which may have a substituent, an aromatic hydrocarbon group which may have a substituent or an aromatic heterocyclic group which may have a substituent, and -CH ₂ -contained in the alkyl group may be replaced by -NR ^1B- , -CO-, -SO _2- , -O-, or -S-.

R ^1B represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.

R ⁶ and R ⁷ each independently represent a hydrogen atom, an alkyl group having 1 to 25 carbon atoms or an electron attracting group, or R ⁶ and R ⁷ may be connected to each other to form a ring structure.

R ¹ and R ² may be connected to each other to form a ring structure, R ² and R ³ may be connected to each other to form a ring structure, R ² and R ⁴ may be connected to each other to form a ring structure, and R ³ and R ⁶ may be connected to each other to form a ring. structure. ]

Examples of the alkyl group having 1 to 25 carbon atoms represented by R ¹ and R ⁵ include methyl, ethyl, n-propyl, isopropyl, 2-cyanopropyl, n-butyl, third butyl, Second butyl, n-pentyl, n-hexyl, 1-methylbutyl, 3-methylbutyl, n-octyl, n-decyl, 2-hexyl-octyl, and the like.

Examples of the substituent which the alkyl group having 1 to 25 carbon atoms represented by R ¹ and R ⁵ may have include the groups described in the following group A.

Group A: Examples include a nitro group, a hydroxyl group, a carboxyl group, a sulfonic group, a cyano group, an amine group, a halogen atom, an alkoxy group having 1 to 6 carbon atoms, an alkylsilyl group having 1 to 12 carbon atoms, and a carbon number 2 Alkylcarbonyl to 8, * -R ^a1- (OR ^a2 ) _t1 -R ^a3 (R ^a1 and R ^a2 each independently represent an alkanediyl group having 1 to 6 carbon atoms, and R ^a3 represents an alkyl group having 1 to 6 carbon atoms , S1 represents an integer from 1 to 3.)

Examples of the alkylsilyl group having 1 to 12 carbon atoms include monoalkylsilyl groups such as methylsilyl, ethylsilyl, and propylsilyl; dimethylsilyl, diethylsilyl, and methylethyl Dialkylsilyl groups such as trisilyl groups; trialkylsilyl groups such as trimethylsilyl groups, triethylsilyl groups, and tripropylsilyl groups.

Examples of the alkylcarbonyl group having 2 to 8 carbon atoms include a methylcarbonyl group and an ethylcarbonyl group.

Examples of the halogen atom include a fluorine atom, a chlorine atom, and a bromine atom.

Examples of the aralkyl group having 7 to 15 carbon atoms represented by R ¹ and R ⁵ include a benzyl group and a phenethyl group. Examples of the group in which -CH ₂ -contained in the aralkyl group is substituted with -SO ₂ -or -COO- include 2-phenylethyl acetate.

Examples of the substituent which the aralkyl group having 7 to 15 carbon atoms represented by R ¹ and R ⁵ may have include the groups described in the above group A.

Examples of the aryl group having 6 to 15 carbon atoms represented by R ¹ and R ⁵ include a phenyl group, a naphthyl group, and an anthryl group.

Examples of the substituent which the aryl group having 6 to 15 carbon atoms represented by R ¹ and R ⁵ may have include the groups described in the above group A.

Examples of the heterocyclic group having 6 to 15 carbon atoms represented by R ¹ and R ⁵ include pyridyl, pyrrolidinyl, quinolinyl, thienyl, imidazolyl, An aromatic heterocyclic group having 3 to 9 carbon atoms such as an azole group, a pyrrolyl group, a thiazolyl group, and a furyl group.

Examples of the alkyl group having 1 to 6 carbon atoms represented by R ^1A and R ^1B include methyl, ethyl, n-propyl, isopropyl, n-butyl, third butyl, second butyl, and n-pentyl. Base, n-hexyl, etc.

Examples of the alkyl group having 1 to 6 carbon atoms represented by R ² , R ³ and R ⁴ are the same as the alkyl group having 1 to 6 carbon atoms represented by R ^1B .

Examples of the substituent which the alkyl group having 1 to 6 carbon atoms represented by R ² , R ³ and R ⁴ may have include the groups described in the above group A.

Examples of the aromatic hydrocarbon group represented by R ² , R ³ and R ⁴ include an aryl group having 6 to 15 carbon atoms such as phenyl, naphthyl, and anthracenyl; an aromatic group having 7 to 15 carbon atoms such as benzyl and phenethyl alkyl.

Examples of the substituent which the aromatic hydrocarbon group represented by R ² , R ^3, and R ⁴ may have include the groups described in Group A described above.

Examples of the aromatic heterocyclic ring represented by R ² , R ³ and R ⁴ include pyridyl, pyrrolidinyl, quinolinyl, thienyl, imidazolyl, An aromatic heterocyclic group having 3 to 9 carbon atoms such as an azole group, a pyrrolyl group, a thiazolyl group, and a furyl group.

Examples of the substituent which the aromatic heterocyclic ring represented by R ² , R ³ and R ⁴ may have include the groups described in the above group A.

Examples of the alkyl group having 1 to 25 carbon atoms represented by R ⁶ and R ⁷ are the same as the alkyl group having 1 to 25 carbon atoms represented by R ¹ and R ⁵ .

Examples of the substituent which the alkyl group having 1 to 25 carbon atoms represented by R ⁶ and R ⁷ may have include the groups described in the above group A.

Examples of the alkyl group having 1 to 25 carbon atoms represented by R ⁶ and R ⁷ are the same as the alkyl group having 1 to 25 carbon atoms represented by R ¹ and R ⁵ .

Examples of the electron-attracting group represented by R ⁶ and R ⁷ include a cyano group, a nitro group, a halogen atom, an alkyl group substituted with a halogen atom, and a group represented by the formula (I-1).

* -X ¹ -R ¹¹ (I-1) [wherein R ¹¹ represents a hydrogen atom or an alkyl group having 1 to 25 carbon atoms, and at least one of the methylene groups contained in the alkyl group may be replaced with oxygen atom.

X ¹ represents -CO-, -COO-, -OCO-, -CS-, -CSO-, -CSS-, -NR ¹² CO- or CONR ^13- .

R ¹² and R ¹³ each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a phenyl group. ]

Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

Examples of the alkyl group substituted with a halogen atom include trifluoromethyl, perfluoroethyl, perfluoropropyl, perfluoroisopropyl, perfluorobutyl, perfluorosecond butyl, and perfluorothird butyl. And other perfluoroalkyl groups such as perfluoropentyl and perfluorohexyl. The carbon number of the alkyl group substituted with a halogen atom is usually 1 to 25.

R ⁶ and R ⁷ may be connected to each other to form a ring structure. Examples of the ring structure formed by R ⁶ and R ⁷ include a meldrum's acid structure, a barbituric acid structure, and bismethyl. Ketone (dimedone) structure and the like.

Examples of the alkyl group having 1 to 25 carbon atoms represented by R ¹¹ are the same as the alkyl groups represented by R ¹ and R ⁵ .

The ring structure formed by bonding R ² and R ^{3 to} each other is a nitrogen-containing ring structure containing a nitrogen atom bonded to R ² , and examples thereof include a nitrogen-containing heterocyclic ring having 4 to 14 members. The ring structure formed by connecting R ² and R ^{3 to} each other may be a single ring or a polycyclic ring. Specific examples include a pyrrolidine ring, a pyrrolline ring, an imidazoline ring, an imidazoline ring, Oxazoline ring, thiazoline ring, piperidine ring, morpholine ring, piperidine Ring, indole ring, isoindole ring and the like.

The ring structure formed by bonding R ¹ and R ^{2 to} each other is a nitrogen-containing ring structure containing a nitrogen atom bonded to R ¹ and R ² , and examples thereof include 4 to 14-membered rings (preferably 4 to 8 members). Ring) nitrogen-containing heterocyclic ring. The ring structure formed by connecting R ¹ and R ^{2 to} each other may be a single ring or a polycyclic ring. Specifically, the same ring structure as R ² and R ³ connected to each other can be mentioned.

Examples of the ring structure formed by bonding R ² and R ^{4 to} each other include a nitrogen-containing ring structure of a 4- to 14-membered ring, and a nitrogen-containing ring structure of a 5- to 9-membered ring is preferred. The ring structure formed by bonding R ² and R ^{4 to} each other may be a single ring or a polycyclic ring. These rings may have a substituent, and examples of such a ring structure include the same as those exemplified above as the ring structure formed by R ² and R ³ .

The ring structure formed by connecting R ³ and R ^{6 to} each other is a ring structure in which R ³ -C = CC = CR ⁶ forms a ring. Examples include phenyl.

Examples of the compound represented by formula (I) in which R ² and R ³ are connected to each other to form a ring structure include compounds represented by formula (IA), and formula (I) in which R ² and R ⁴ are connected to each other to form a ring structure. Examples of the compound include compounds represented by formula (IB).

[In Formula (IA) and Formula (IB), R ¹ , R ³ , R ⁴ , R ⁵ , R ^6, and R ⁷ each have the same meaning as described above.

The ring W ¹ and the ring W ² each independently represent a nitrogen-containing ring. ]

The ring W ¹ and the ring W ² represent a nitrogen-containing ring containing a nitrogen atom as a constituent unit of the ring. The ring W ¹ and the ring W ² may be each independently a monocyclic ring or a polycyclic ring, and may include a heteroatom other than nitrogen as a constituent unit of the ring. The rings W ¹ and W ² are each preferably a ring of 5 to 9 members.

The compound represented by the formula (I-A) is preferably a compound represented by the formula (I-A-1).

[In Formula (IA), R ¹ , R ⁴ , R ⁵ , R ⁶ and R ⁷ each have the same meaning as described above.

A ¹ represents -CH _2- , -O-, -S-, or -NR ^1D- .

R ¹⁴ and R ¹⁵ each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms.

R ^1D represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. ]

The compound represented by the formula (I-B) is preferably a compound represented by the formula (I-B-1) and a compound represented by the formula (I-B-2).

[In formula (IB-1), R ¹ , R ^6, and R ⁷ each have the same meaning as described above.

R ¹⁶ each independently represents a hydrogen atom or an alkyl group or aryl group having 1 to 12 carbon atoms. ]

[In formula (IB-2), R ³ , R ⁵ , R ⁶ and R ⁷ each have the same meaning as described above.

R ³⁰ represents a hydrogen atom, a cyano group, a nitro group, a halogen atom, a mercapto group, an amine group, an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, an aromatic hydrocarbon group having 6 to 18 carbon atoms, carbon An amidino group having 2 to 13 carbon atoms, an alkoxy group having 2 to 13 carbon atoms, or an alkoxycarbonyl group having 2 to 13 carbon atoms.

R ³¹ represents an alkyl group having 1 to 12 carbons, an alkoxy group having 1 to 12 carbons, a mercapto group, an alkylthio group having 1 to 12 carbons, an amine group or a heterocyclic group which may have a substituent. ]

Examples of the halogen atom represented by R ³⁰ include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

Examples of the fluorenyl group having 2 to 13 carbon atoms represented by R ³⁰ include an ethenyl group, a propionyl group, and a butyl fluorenyl group.

Examples of the fluorenyloxy group having 2 to 13 carbon atoms represented by R ³⁰ include a methylcarbonyloxy group, an ethoxycarbonyl group, a propylcarbonyloxy group, and a butoxycarbonyl group.

Examples of the alkoxycarbonyl group having 2 to 13 carbon atoms represented by R ³⁰ include a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, and a butoxycarbonyl group.

Examples of the aromatic hydrocarbon group having 6 to 18 carbon atoms represented by R ³⁰ include aryl groups having 6 to 18 carbon atoms such as phenyl, naphthyl, and biphenyl groups; and 7 to 18 carbon atoms such as benzyl and phenethyl groups. Aralkyl.

Examples of the alkyl group having 1 to 12 carbon atoms represented by R ³⁰ are the same as the alkyl group having 1 to 12 carbon atoms represented by R ¹⁴ .

Examples of the alkyl group having 1 to 12 carbon atoms represented by R ³⁰ include a methoxy group, an ethoxy group, a propoxy group, a butoxy group, and a pentoxy group.

R ^{30 is} preferably an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, an amine group, or a mercapto group.

Examples of the alkyl group having 1 to 12 carbon atoms represented by R ³¹ are the same as the alkyl group having 1 to 12 carbon atoms represented by R ¹⁴ .

Examples of the alkoxy group having 1 to 12 carbon atoms represented by R ³¹ are the same as the alkoxy group having 1 to 12 carbon atoms represented by R ³⁰ .

Examples of the alkylthio group having 1 to 12 carbon atoms represented by R ³¹ include methylthio, ethylthio, propylthio, butylthio, pentylthio, and hexylthio.

Examples of the amine group which may have a substituent represented by R ³¹ include an amine group; an amine group substituted with an alkyl group having 1 to 8 carbon atoms such as an N-methylamino group and an N-ethylamino group; N , N-dimethylamino, N, N-diethylamino, N, N-methylethylamino, and the like are substituted by 2 alkyl groups having 1 to 8 carbons; and the like.

Examples of the heterocyclic ring represented by R ³¹ include a nitrogen-containing heterocyclic group having 4 to 9 carbon atoms such as pyrrolidinyl, piperidinyl, and morpholinyl.

Examples of the compound represented by formula (I) in which R ³ and R ⁶ are linked to form a ring structure, and R ² and R ⁴ are bonded to each other to form a ring structure include a compound represented by formula (IC).

[In the formula (IC), R ¹ , R ⁵ and R ^{7 have} the same meanings as described above.

R ²¹ and R ²² each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, or a hydroxyl group.

X ² and X ³ each independently represent -CH ₂ -or -N (R ²⁵ ) =.

R ²⁵ represents a hydrogen atom, an alkyl group having 1 to 25 carbon atoms, and an aromatic hydrocarbon group which may have a substituent. ]

Examples of the alkyl group having 1 to 25 carbon atoms represented by R ²⁵ are the same as the alkyl group having 1 to 25 carbon atoms represented by R ¹ .

Examples of the aromatic hydrocarbon group represented by R ²⁵ include an aryl group such as a phenyl group and a naphthyl group; an aralkyl group such as a benzyl group and a phenethyl group; a biphenyl group and the like, preferably an aromatic hydrocarbon group having 6 to 20 carbon atoms. Examples of the substituent which the aromatic hydrocarbon group represented by R ²⁵ may have include a hydroxyl group and the like.

R ³ and R ⁶ are each preferably an electron-attracting group.

Examples of the compound represented by formula (I) in which R ¹ and R ² are connected to each other to form a ring structure, and R ³ and R ⁶ are bonded to each other to form a ring structure include a compound represented by formula (ID).

[In the formula (ID), R ⁴ , R ⁵ , and R ^{7 have} the same meanings as described above.

R ²⁵ , R ²⁶ , R ²⁷ and R ²⁸ each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms which may have a substituent, a hydroxyl group, and an aralkyl group. ]

Examples of the alkyl group having 1 to 12 carbon atoms represented by R ²⁵ , R ²⁶ , R ²⁷ and R ²⁸ are the same as the alkyl group having 1 to 12 carbon atoms represented by R ^1A and R ^1B . Examples of the substituent which the alkyl group having 1 to 12 carbons represented by R ²⁵ , R ²⁶ , R ²⁷ and R ²⁸ may have include a hydroxyl group.

Examples of the aralkyl group represented by R ²⁵ , R ²⁶ , R ²⁷ and R ²⁸ include an aralkyl group having 7 to 15 carbon atoms such as benzyl and phenethyl.

Examples of the compound (I) in which R ⁶ and R ⁷ are connected to each other to form a ring structure include a compound represented by the formula (IE).

[In the formula (IE), R ¹ , R ³ , R ⁴ , and R ⁵ each have the same meaning as described above.

Ring W ³ represents a cyclic compound. ]

The ring W ³ is a ring having a 5-membered ring to a 9-membered ring, and may include a hetero atom such as a nitrogen atom, an oxygen atom, or a sulfur atom as a constituent unit of the ring.

The compound represented by the formula (I-E) is preferably a compound represented by the formula (IE-1).

[In formula (IC-1), R ¹ , R ² , R ^3, and R ⁵ each have the same meaning as described above.

R ¹⁷ , R ¹⁸ , R ¹⁹ , and R ^q each independently represent a hydrogen atom or an alkyl group, aralkyl group, or aryl group having 1 to 12 carbon atoms which may have a substituent, and the alkyl group or aralkyl group includes -CH ₂ -group may be replaced with -NR ^1D- , -C (= O)-, -C (= S)-, -O-, -S-, R ¹⁷ and R ¹⁸ may be connected to each other to form a ring structure, R ¹⁸ and R ¹⁹ may be connected to each other to form a ring structure, and R ¹⁹ and R ^q may be connected to each other to form a ring structure. m, p, and q each independently represent an integer of 0 to 3. ]

Examples of the compound represented by the formula (I) include the following compounds.

The total content of the light-selective absorbing compound is usually 0.01 to 20 parts by mass, preferably 0.05 to 15 parts by mass, more preferably 0.1 to 10 parts by mass, and still more preferably 0.1 to 100 parts by mass of the (meth) acrylic resin. To 5 parts by mass.

The mass ratio of the light selective absorption compound (A) to the light selective absorption compound (B) (light selective absorption compound (A) / light selective absorption compound (B)) is usually 0.05 to 20, preferably 0.1 to 10.

<(Meth) acrylic resin (A)>

The (meth) acrylic resin (A) is preferably a polymer having a constituent unit derived from a (meth) acrylate as a main component (preferably 50% by mass or more). The structural unit derived from (meth) acrylate may also include more than one structural unit derived from a monomer other than (meth) acrylate (for example, a structural unit derived from a monomer having a polar functional group). In addition, in this specification, (meth) acrylic acid means either acrylic acid or methacrylic acid, and "(meth)" when referring to (meth) acrylate etc. has the same meaning. .

Examples of the (meth) acrylate include a (meth) acrylate represented by the following formula (I).

[In formula (I), R ₁ represents a hydrogen atom or a methyl group, and R ₂ represents an alkyl group having 1 to 14 carbon atoms or an aralkyl group having 7 to 20 carbon atoms. The alkyl group or the hydrogen atom of the aralkyl group may be Substituted by an alkoxy group having 1 to 10 carbon atoms. ]

In formula (I), R ^{2 is} preferably an alkyl group having 1 to 14 carbons, and more preferably an alkyl group having 1 to 8 carbons.

Examples of the (meth) acrylate represented by the formula (I) include methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, and n-butyl (meth) acrylate Ester, n-amyl (meth) acrylate, n-hexyl (meth) acrylate, n-heptyl (meth) acrylate, n-octyl (meth) acrylate, n-nonyl (meth) acrylate, (meth) Linear alkyl (meth) acrylic acid, such as n-decyl acrylate, n-dodecyl (meth) acrylate, lauryl (meth) acrylate, and stearyl (meth) acrylate; Propyl ester, isobutyl (meth) acrylate, third butyl (meth) acrylate, isoamyl (meth) acrylate, isohexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate Branched alkyl (meth) acrylic acid, such as isooctyl (meth) acrylate, isononyl (meth) acrylate, isostearyl (meth) acrylate, and isoamyl (meth) acrylate; Cyclohexyl (meth) acrylate, isobornyl (meth) acrylate, adamantane (meth) acrylate, dicyclopentyl (meth) acrylate, cyclododecyl (meth) acrylate, (meth) Methyl cyclohexyl acrylate Aliphatic skeleton-containing alkyl esters of (meth) acrylic acid, such as trimethylcyclohexyl (meth) acrylate, tert-butylcyclohexyl (meth) acrylate, and cyclohexyl α-ethoxyacrylate; ( Aromatic ring skeleton-containing esters of (meth) acrylic acid such as phenyl (meth) acrylate; etc.

In addition, a substituent-containing alkyl (meth) acrylate obtained by introducing a substituent into an alkyl group in the alkyl (meth) acrylate can also be mentioned. The substituent of the alkyl group (meth) acrylate containing a substituent is a group in which a hydrogen atom of an alkyl group is replaced, and specific examples thereof include a phenyl group, an alkoxy group, and a phenoxy group. Specific examples of the substituent-containing alkyl (meth) acrylate include 2-methoxyethyl (meth) acrylate, ethoxymethyl (meth) acrylate, and phenoxy (meth) acrylate Ethyl ester, 2- (2-phenoxyethoxy) ethyl (meth) acrylate, phenoxy diethylene glycol (meth) acrylate, phenoxy poly (ethylene diacrylate) Alcohol) esters and the like.

These (meth) acrylic acid esters may be used individually, and in addition, you may use different plural types.

The (meth) acrylic resin (a) preferably contains a constituent unit of an alkyl acrylate (a1) having a glass transition temperature Tg of less than 0 ° C derived from the homopolymer and a Tg of 0 ° C derived from the homopolymer. The structural unit of the above alkyl acrylate (a2). Containing a constitutional unit derived from an alkyl acrylate (a1) and a constitutional unit derived from an alkyl acrylate (a2) is advantageous in terms of improving the high-temperature durability of the adhesive layer. As a Tg of a homopolymer of an alkyl (meth) acrylate, a literature value such as POLYMER HANDBOOK (Wiley-Interscience) can be used.

Specific examples of the alkyl acrylate (a1) include ethyl acrylate, n- and iso-propyl acrylate, n- and iso-butyl acrylate, n-amyl acrylate, n- and iso-hexyl acrylate, n-heptyl acrylate, and n- and acrylate. Isooctyl, 2-ethylhexyl acrylate, n- and isononyl acrylate, n- and iso-decyl acrylate, n-dodecyl acrylate, and other alkyl groups having about 2 to 12 carbon atoms.

The alkyl acrylate (a1) may be used alone or in combination of two or more. Among these, from the viewpoint of followability or reworkability when the adhesive sheet of the present invention is laminated on an optical film, n-butyl acrylate, n-octyl acrylate, and 2-ethylhexyl acrylate are preferred. Wait.

The alkyl acrylate (a2) is an alkyl acrylate other than the alkyl acrylate (a1). Specific examples of the alkyl acrylate (a2) include methyl acrylate, cyclohexyl acrylate, isobornyl acrylate, stearyl acrylate, third butyl acrylate, and the like.

The alkyl acrylate (a2) may be used alone or in combination of two or more. Among these, from the viewpoint of high-temperature durability, the alkyl acrylate (a2) preferably contains methyl acrylate, cyclohexyl acrylate, isobornyl acrylate, and the like, and more preferably includes methyl acrylate.

Among all the structural units included in the (meth) acrylic resin, the structural unit derived from (meth) acrylate represented by formula (I) is preferably 50% by mass or more, and more preferably 60 to 95% by mass. %, More preferably 65 to 95% by mass or more.

As a structural unit derived from a monomer other than (meth) acrylate, a structural unit derived from a monomer having a polar functional group is preferred, and a structural unit derived from a (meth) acrylate having a polar functional group is more preferred. Structural units. Examples of the polar functional group include a hydroxyl group, a carboxyl group, a substituted or unsubstituted amine group, and a heterocyclic group such as an epoxy group.

Examples of the monomer having a polar functional group include 1-hydroxymethyl (meth) acrylate, 1-hydroxyethyl (meth) acrylate, 1-hydroxyheptyl (meth) acrylate, and (meth) acrylic acid. 1-hydroxybutyl ester, 1-hydroxypentyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 2-hydroxypentyl (meth) acrylate, 2-hydroxyhexyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 3-hydroxybutyl (meth) acrylate, 3 (meth) acrylate -Hydroxypentyl ester, 3-hydroxyhexyl (meth) acrylate, 3-hydroxyheptyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 4-hydroxypentyl (meth) acrylate, ( 4-hydroxyhexyl methacrylate, 4-hydroxyheptyl (meth) acrylate, 4-hydroxyoctyl (meth) acrylate, 2-chloro-2-hydroxypropyl (meth) acrylate, (methyl ) 3-chloro-2-hydroxypropyl acrylate, 2-hydroxy-3-phenoxypropyl (meth) acrylate, 5-hydroxypentyl (meth) acrylate, 5-hydroxyhexyl (meth) acrylate , 5-hydroxyheptyl (meth) acrylate, 5-hydroxyoctyl (meth) acrylate, 5-hydroxynonyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, (meth) acrylic acid 6-hydroxyheptane Ester, 6-hydroxyoctyl (meth) acrylate, 6-hydroxynonyl (meth) acrylate, 6-hydroxydecyl (meth) acrylate, 7-hydroxyheptyl (meth) acrylate, (meth) 7-hydroxyoctyl acrylate, 7-hydroxynonyl (meth) acrylate, 7-hydroxydecyl (meth) acrylate, 7-hydroxyundecyl (meth) acrylate, 8-hydroxyoctyl (meth) acrylate Ester, 8-hydroxynonyl (meth) acrylate, 8-hydroxydecyl (meth) acrylate, 8-hydroxyundecyl (meth) acrylate, 8-hydroxydodecyl (meth) acrylate, (formyl) 9-hydroxynonyl acrylate, 9-hydroxydecyl (meth) acrylate, 9-hydroxyundecyl (meth) acrylate, 9-hydroxydodecyl (meth) acrylate, 9 (meth) acrylate -Hydroxytridecyl ester, 10-hydroxydecyl (meth) acrylate, 10-hydroxyundecyl (meth) acrylate, 10-hydroxydodecyl (meth) acrylate, 10-hydroxydecyl (meth) acrylate Triester, 10-hydroxytetradecyl (meth) acrylate, 11-hydroxyundecyl (meth) acrylate, 11-hydroxydodecyl (meth) acrylate, 11-hydroxytridecyl (meth) acrylate , 11-hydroxytetradecyl (meth) acrylate, 11-hydroxypentadecyl (meth) acrylate, 12-hydroxydodecyl (meth) acrylate, 12-hydroxytridecyl (meth) acrylate, ( 12-hydroxytetradecyl methacrylate, 12-hydroxypentadecyl (meth) acrylate, 13-hydroxytetradecyl (meth) acrylate, 13-hydroxypentadecyl (meth) acrylate, (methyl ) Monomers having a hydroxyl group such as 14-hydroxytetradecyl acrylate, 14-hydroxypentadecyl (meth) acrylate, 15-hydroxypentadecyl (meth) acrylate, 15-hydroxyhexadecyl (meth) acrylate ; (Meth) acrylic acid, carboxyalkyl (meth) acrylate (e.g. carboxyethyl (meth) acrylate, carboxypentyl (meth) acrylate), maleic acid, maleic anhydride, fumaric acid, crotonic acid And other monomers having a carboxyl group; acrylic morpholine, vinyl caprolactam, N-vinyl-2-pyrrolidone, vinyl pyridine, tetrahydrofuran methyl (meth) acrylate, and tetrahydrofuran modified by caprolactone Monomers having heterocyclic groups such as methyl esters, 3,4-epoxycyclohexyl methyl (meth) acrylates, glycidyl (meth) acrylates, 2,5-dihydrofuran, and the like; (meth) Monomers having substituted or unsubstituted amine groups, such as aminoethyl acrylate, N, N-dimethylaminoethyl (meth) acrylate, and dimethylaminopropyl (meth) acrylate.

Among these, in terms of the reactivity of the (meth) acrylate polymer and the crosslinking agent, monomers having a hydroxyl group or / and monomers having a carboxyl group are more preferable, and monomers having a hydroxyl group are more preferably included. Both monomers and monomers having a carboxyl group.

As the monomer having a hydroxyl group, 2-hydroxyethyl acrylate, 3-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, 5-hydroxypentyl acrylate, and 6-hydroxyhexyl acrylate are preferred. In particular, good durability can be obtained by using 2-hydroxyethyl acrylate, 4-hydroxybutyl acrylate, and 5-hydroxypentyl acrylate.

As the monomer having a carboxyl group, acrylic acid is preferably used.

From the viewpoint of preventing an excessive peeling force of a separation film that can be laminated on the outer surface of the adhesive sheet, the (meth) acrylic resin (A) preferably contains substantially no structural unit derived from a monomer having an amine group. . Here, the term "substantially free" means that the content of 0.1 parts by mass or less in 100 parts by mass of all the constituent units constituting the (meth) acrylic resin (a).

The content of the structural unit derived from the monomer having a polar functional group is preferably 20 parts by mass or less, more preferably 0.5 part by mass or more, based on 100 parts by mass of all the structural units of the (meth) acrylic resin (A). 15 parts by mass or less, more preferably 0.5 parts by mass or more and 10 parts by mass or less, particularly preferably 1 part by mass or more and 7 parts by mass or less.

The content of the structural unit derived from a monomer having an aromatic group is preferably 20 parts by mass or less, more preferably 4 parts by mass or more, based on 100 parts by mass of all the structural units of the (meth) acrylic resin (A). 20 parts by mass or less, more preferably 4 parts by mass or more and 16 parts by mass or less.

Examples of the structural unit derived from a monomer other than (meth) acrylate include a structural unit derived from a styrene-based monomer, a structural unit derived from a vinyl-based monomer, and a structural unit derived from a plurality of (a A structural unit of a monomer of acryl) acryl group, a structural unit derived from a (meth) acrylamide-based monomer, and the like.

Examples of the styrene-based monomer include styrene; methylstyrene, dimethylstyrene, trimethylstyrene, ethylstyrene, diethylstyrene, triethylstyrene, and propylstyrene Alkyl styrenes such as butylstyrene, hexylstyrene, heptylstyrene, octylstyrene; halogenated styrenes such as fluorostyrene, chlorostyrene, bromostyrene, dibromostyrene, iodostyrene; Nitrostyrene; ethylfluorenylstyrene; methoxystyrene; and divinylbenzene.

Examples of vinyl monomers include fatty acid vinyl esters such as vinyl acetate, vinyl propionate, vinyl caseinate, vinyl 2-ethylhexanoate, and vinyl laurate; vinyl halides such as vinyl chloride and vinyl bromide; and vinylidene chloride Vinylidene halide such as vinyl chloride; nitrogen-containing heteroaromatic ethylene such as vinylpyridine, vinylpyrrolidone, and vinylcarbazole; conjugated dienes such as butadiene, isoprene, and chloroprene; and Unsaturated nitriles such as acrylonitrile and methacrylonitrile.

Examples of the monomer having a plurality of (meth) acrylfluorenyl groups in the molecule include 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, and 1 , 9-nonanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate, three Monomers having 2 (meth) acrylfluorene groups in the molecule such as propylene glycol di (meth) acrylate; Trimethylolpropane tri (meth) acrylates having 3 (meth) acrylfluorene groups in the molecule Of the monomer.

Examples of the (meth) acrylamide-based monomer include N-hydroxymethyl (meth) acrylamide, N- (2-hydroxyethyl) (meth) acrylamide, and N- (3-hydroxyl Propyl) (meth) acrylamide, N- (4-hydroxybutyl) (meth) acrylamide, N- (5-hydroxypentyl) (meth) acrylamide, N- (6- (Hydroxyhexyl) (meth) acrylamide, N, N-dimethyl (meth) acrylamide, N, N-diethyl (meth) acrylamide, N-isopropyl (methyl) Acrylamide, N- (3-dimethylaminopropyl) (meth) acrylamide, N- (1,1-dimethyl-3-oxobutyl) (meth) acrylamine Amine, N- [2- (2- pendant oxy-1-imidazolidinyl) ethyl] (meth) acrylamide, 2-propenylamino-2-methyl-1-propanesulfonic acid, N- (methoxymethyl) acrylamide, N- (ethoxymethyl) (meth) acrylamide, N- (propoxymethyl) (meth) acrylamide, N- ( 1-methylethoxymethyl) (meth) acrylamide, N- (1-methylpropoxymethyl) (meth) acrylamide, N- (2-methylpropoxymethyl) (Meth) acrylamide, N- (butoxymethyl) (meth) acrylamide, N- (1,1-dimethylethoxymethyl) (meth) acrylamide , N- (2-methoxyethyl) (meth) propylene Fluorenamine, N- (2-ethoxyethyl) (meth) acrylamide, N- (2-propoxyethyl) (meth) acrylamide, N- [2- (1-methyl Ethoxy) ethyl] (meth) acrylamide, N- [2- (1-methylpropoxy) ethyl] (meth) acrylamide, N- [2- (2-methyl Propylpropoxy) ethyl] (meth) acrylamide, N- (2-butoxyethyl) (meth) acrylamide, N- [2- (1,1-dimethylethoxy) (Yl) ethyl] (meth) acrylamide and the like. Among these, N- (methoxymethyl) acrylamide, N- (ethoxymethyl) acrylamide, N- (propoxymethyl) acrylamide, N- ( Butoxymethyl) acrylamide and N- (2-methylpropoxymethyl) acrylamide.

The weight average molecular weight (Mw) of the (meth) acrylic resin (A) is preferably 500,000 to 2.5 million. If the weight-average molecular weight is 500,000 or more, the durability of the adhesive sheet under a high temperature environment is improved, and it is easy to suppress problems such as floating and peeling between the adherend and the adhesive sheet or agglutination and destruction of the adhesive sheet. When the weight average molecular weight is 2.5 million or less, it is advantageous from a viewpoint of coating property. From the viewpoint of considering the durability of the adhesive sheet and the applicability of the adhesive composition, the weight average molecular weight is preferably 600,000 to 1.8 million, more preferably 700,000 to 1.7 million, and particularly preferably 1 million to 160. Million. In addition, the molecular weight distribution (Mw / Mn) represented by the ratio of the weight average molecular weight (Mw) to the number average molecular weight (Mn) is usually 2 to 10, preferably 3 to 8, and more preferably 3 to 6. The weight average molecular weight can be analyzed by gel permeation chromatography, which is a value converted into standard polystyrene.

When the (meth) acrylic resin (A) is dissolved in ethyl acetate to make a solution having a concentration of 20% by mass, the viscosity at 25 ° C. is preferably 20 Pa · s or less, and more preferably 0.1 to 15 Pa · s. If the viscosity is within this range, it is advantageous from the viewpoint of the applicability when the adhesive composition is applied to a substrate. In addition, the viscosity can be measured by a Brookfield viscometer.

The glass transition temperature (Tg) of the (meth) acrylic resin (A) may be, for example, -60 to 20 ° C, preferably -50 to 15 ° C, more preferably -45 to 10 ° C, and particularly preferably -40 to 0 ° C. If Tg is below the upper limit value, it is beneficial to improve the wettability of the adhesive sheet to the adherend substrate, and if it is above the lower limit value, it is beneficial to the durability of the adhesive sheet. The glass transition temperature can be measured by a differential scanning calorimeter (DSC).

The (meth) acrylic resin (A) can be produced by a known method such as a solution polymerization method, a block polymerization method, a suspension polymerization method, and an emulsion polymerization method, and a solution polymerization method is particularly preferred. Examples of the solution polymerization method include mixing a monomer and an organic solvent, adding a thermal polymerization initiator under a nitrogen environment, and stirring at a temperature of 40 to 90 ° C, preferably about 50 to 80 ° C, for 3 to About 15 hours. In order to control the reaction, a monomer or a thermal polymerization initiator may be added continuously or intermittently during the polymerization. The monomer or the thermal polymerization initiator may be added to an organic solvent.

As the polymerization initiator, a thermal polymerization initiator or a photopolymerization initiator is used. Examples of the photopolymerization initiator include 4- (2-hydroxyethoxy) phenyl (2-hydroxy-2-propyl) ketone and the like. Examples of the thermal polymerization initiator include 2,2'-azobisisobutyronitrile, 2,2'-azobis (2-methylbutyronitrile), and 1,1'-azobis (cyclohexane). -1-carbonitrile), 2,2'-azobis (2,4-dimethylvaleronitrile), 2,2'-azobis (2,4-dimethyl-4-methoxypentyl) Nitrile), dimethyl-2,2'-azobis (2-methylpropionate), 2,2'-azobis (2-hydroxymethylpropionitrile) and other azo compounds; lauryl Peroxide, tert-butyl hydroperoxide, benzophenone peroxide, tert-butyl peroxybenzoate, cumene hydroperoxide, diisopropyl peroxide dicarbonate, dicarbonate peroxydicarbonate Organic peroxides such as propyl ester, tertiary butyl peroxydecanoate, tertiary butyl peroxytrimethylacetate, (3,5,5-trimethylhexyl) peroxide; potassium persulfate , Ammonium persulfate, hydrogen peroxide and other inorganic peroxides. In addition, a redox-based initiator in which a peroxide and a reducing agent are used in combination can also be used.

The proportion of the polymerization initiator is about 0.001 to 5 parts by mass based on 100 parts by mass of the total amount of the monomers constituting the (meth) acrylic resin (A). For the polymerization of the (meth) acrylic resin, a polymerization method using active energy rays (for example, ultraviolet rays) can also be used.

Examples of the organic solvent include aromatic hydrocarbons such as toluene and xylene; esters such as ethyl acetate and butyl acetate; aliphatic alcohols such as propanol and isopropanol; acetone, methyl ethyl ketone, and methyl isopropyl alcohol; Ketones such as butyl ketone and the like.

The content of the (meth) acrylic resin (A) in 100% by mass of the adhesive composition is usually 60% by mass to 99.9% by mass, preferably 70% by mass to 99.5% by mass, and more preferably 80% by mass to 99% by mass.

The crosslinking agent (B) reacts with a polar functional group (for example, a hydroxyl group, an amino group, a carboxyl group, a heterocyclic group, and the like) in the (meth) acrylic resin (A). The cross-linking agent (B) forms a cross-linked structure with a (meth) acrylic resin or the like, and forms a cross-linked structure that is advantageous for durability or reworkability.

Examples of the cross-linking agent (B) include an isocyanate-based cross-linking agent, an epoxy-based cross-linking agent, an aziridine-based cross-linking agent, and a metal chelate-based cross-linking agent. Specifically, they are composed of an adhesive. From the viewpoints of pot life of the product, durability of the adhesive layer, and crosslinking speed, an isocyanate-based crosslinking agent is preferred.

The isocyanate-based compound is preferably a compound having at least two isocyanate groups (-NCO) in the molecule, and examples thereof include aliphatic isocyanate-based compounds (for example, hexamethylene diisocyanate), and alicyclic isocyanate-based compounds. (E.g. isophorone diisocyanate, hydrogenated diphenylmethane diisocyanate, hydrogenated xylylene diisocyanate), aromatic isocyanate compounds (e.g., tolyl diisocyanate, xylylene diisocyanate, diphenylmethane) Diisocyanate, naphthalene diisocyanate, triphenylmethane triisocyanate, etc.). In addition, the cross-linking agent (B) may be an adduct (adduct) of a polyol compound of the aforementioned isocyanate compound [for example, an adduct with glycerol, trimethylolpropane, etc.], a trimeric isocyanate, or a Diurea type compound, urethane prepolymer obtained by addition reaction with polyether polyol, polyester polyol, acrylic polyol, polybutadiene polyol, polyisoprene polyol, etc. Derivatives such as isocyanate compounds. The crosslinking agent (B) can be used alone or in combination of two or more kinds. Among these, typically, an aromatic isocyanate compound (for example, a tolyl diisocyanate, xylylene diisocyanate), an aliphatic isocyanate compound (for example, a hexamethylene diisocyanate), or the like is mentioned. Adducts of polyhydric alcohol compounds such as glycerol, trimethylolpropane, or trimeric isocyanates. If the cross-linking agent (B) is an adduct of an aromatic isocyanate-based compound and / or these polyol compounds or a trimer isocyanate, it may be due to the formation of an optimum cross-linking density (or cross-linking structure). , Can improve the durability of the adhesive layer. Specifically, if it is an adduct of a tolyl diisocyanate compound and / or these polyol compounds, durability can be improved even when an adhesive layer is applied to a polarizing plate, for example.

The content of the crosslinking agent (B) is usually 0.01 to 15 parts by mass, preferably 0.05 to 10 parts by mass, and more preferably 0.1 to 5 parts by mass with respect to 100 parts by mass of the (meth) acrylic resin (A).

The adhesive composition of the present invention may further include a silane compound (d).

Examples of the silane compound (d) include vinyltrimethoxysilane, vinyltriethoxysilane, vinylgins (2-methoxyethoxy) silane, and 3-glycidoxypropyltrimethylsilane. Oxysilane, 3-glycidoxypropyltriethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropylethoxydimethyl Silyl, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methyl Acrylic methoxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, and the like.

The silane compound (d) may be a polysiloxane oligomer. A specific example of the polysiloxane oligomer is described as a combination of monomers, as follows.

3-mercaptopropyltrimethoxysilane-tetramethoxysilane oligomer, 3-mercaptopropyltrimethoxysilane-tetraethoxysilane oligomer, 3-mercaptopropyltriethoxysilane-tetramethoxysilane Mercaptopropyl-containing oligomers such as methoxysilane oligomers, 3-mercaptopropyltriethoxysilane-tetraethoxysilane oligomers; mercaptomethyltrimethoxysilane-tetramethoxysilane Oligomer, mercaptomethyltriethoxysilane-tetraethoxysilane oligomer, mercaptomethyltriethoxysilane-tetramethoxysilane oligomer, mercaptomethyltriethoxysilane-tetraethyl Mercaptomethyl oligomers such as oxysilane oligomers; 3-glycidoxypropyltrimethoxysilane-tetramethoxysilane copolymer, 3-glycidoxypropyltrimethoxy Silane-tetraethoxysilane copolymer, 3-glycidoxypropyltriethoxysilane-tetramethoxysilane copolymer, 3-glycidoxypropyltriethoxysilane-tetraethyl Oxysilane copolymer, 3-glycidoxypropylmethyldimethoxysilane-tetramethoxysilane copolymer, 3-glycidoxypropylmethyldimethoxysilane-tetraethyl Oxysilane copolymer 3-glycidoxypropylmethyldiethoxysilane-tetramethoxysilane copolymer, 3-glycidoxypropylmethyldiethoxysilane-tetraethoxysilane copolymer, etc. Copolymers containing 3-glycidoxypropyl; 3-methacryloxypropyltrimethoxysilane-tetramethoxysilane oligomer, 3-methacryloxypropyltrimethoxy Silane-tetraethoxysilane oligomer, 3-methacryloxypropyltriethoxysilane-tetramethoxysilane oligomer, 3-methacryloxypropyltriethoxy Silane-tetraethoxysilane oligomer, 3-methacryloxypropylmethyldimethoxysilane-tetramethoxysilane oligomer, 3-methacryloxypropylmethyl Dimethoxysilane-tetraethoxysilane oligomer, 3-methacryloxypropylmethyldiethoxysilane-tetramethoxysilane oligomer, 3-methacrylic acid Propylmethyldiethoxysilane-tetraethoxysilane oligomers and other oligomers containing methacryloxypropyl; 3-propenyloxypropyltrimethoxysilane-tetramethoxy Silane oligomer, 3-propenyloxypropyltrimethoxy Alkane-tetraethoxysilane oligomer, 3-propenyloxypropyltriethoxysilane-tetramethoxysilane oligomer, 3-propenyloxypropyltriethoxysilane-tetraethyl Oxysilane oligomer, 3-propenyloxypropylmethyldimethoxysilane-tetramethoxysilane oligomer, 3-propenyloxypropylmethyldimethoxysilane-tetraethyl Oxysilane oligomer, 3-propenyloxypropylmethyldiethoxysilane-tetramethoxysilane oligomer, 3-propenyloxypropylmethyldiethoxysilane-tetraethyl Acrylic methoxypropyl group-containing oligomers such as oxysilane; oligomers containing acryloxypropyl groups; vinyltrimethoxysilane-tetramethoxysilane oligomers, vinyltrimethoxysilane-tetraethoxysilane oligomers , Vinyltriethoxysilane-tetramethoxysilane oligomer, vinyltriethoxysilane-tetraethoxysilane oligomer, vinylmethyldimethoxysilane-tetramethoxysilane Oligomer, vinylmethyldimethoxysilane-tetraethoxysilane oligomer, vinylmethyldiethoxysilane-tetramethoxysilane oligomer, vinylmethyldiethoxy Silane-tetraethoxy Silane oligomers such as vinyl-containing oligomers; 3-aminopropyltrimethoxysilane-tetramethoxysilane copolymer, 3-aminopropyltrimethoxysilane-tetraethoxysilane copolymer , 3-aminopropyltriethoxysilane-tetramethoxysilane copolymer, 3-aminopropyltriethoxysilane-tetraethoxysilane copolymer, 3-aminopropylmethyldi Methoxysilane-tetramethoxysilane copolymer, 3-aminopropylmethyldimethoxysilane-tetraethoxysilane copolymer, 3-aminopropylmethyldiethoxysilane-tetra Copolymers containing amine groups, such as methoxysilane copolymers, 3-aminopropylmethyldiethoxysilane, and tetraethoxysilane copolymers.

The silane compound (d) may be a silane compound represented by the following formula (d1). If the adhesive composition contains a silane compound represented by the following formula (d1), it can further improve the adhesion to the substrate, glass, transparent electrodes, etc., so that it does not easily occur in the high temperature environment, such as peeling, peeling, or foaming. , Can form an adhesive layer with good durability.

(In the formula, B represents an alkanediyl group having 1 to 20 carbon atoms or a divalent alicyclic hydrocarbon group having 3 to 20 carbon atoms, and -CH ₂ -constituting the alkanediyl group and the alicyclic hydrocarbon group may be replaced with -O. -Or-CO-, R ^d7 represents an alkyl group having 1 to 5 carbon atoms, and R ^d8 , R ^d9 , R ^d10 , R ^d11 and R ^d12 each independently represent an alkyl group having 1 to 5 carbon atoms or 1 to 5 carbon atoms Alkoxy.)

In formula (d1), B represents an alkyldiyl group having 1 to 20 carbon atoms such as methylene, ethylene, trimethylene, tetramethylene, hexamethylene, heptamethylene, and octamethylene. ; Cyclobutyl (such as 1,2-cyclobutyl), cyclopentyl (such as 1,2-cyclopentyl), cyclohexyl (such as 1,2-cyclocyclohexyl), cyclocyclooctyl Divalent alicyclic hydrocarbon groups having 3 to 20 carbons such as 1,2-cyclocyclooctyl; or -CH ₂ -which constitutes these alkanediyl groups and the aforementioned alicyclic hydrocarbon groups is replaced with -O- Or -CO-based. Preferred B is an alkyldiyl group having 1 to 10 carbon atoms. R ^d7 represents an alkyl group having 1 to 5 carbon atoms such as methyl, ethyl, propyl, isopropyl, butyl, second butyl, third butyl, and pentyl; R ^d8 , R ^d9 , R ^d10 , R ^d11 and R ^d12 each independently represent an alkyl group having 1 to 5 carbon atoms as exemplified in the aforementioned R ²¹ , or a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, and a second butyl group. Alkoxy having 1 to 5 carbons such as oxy and tertiary butoxy. Preferred R ^d8 , R ^d9 , R ^d10 , R ^d11 and R ^d12 are each independently an alkoxy group having 1 to 5 carbon atoms. These silane compounds (d) can be used alone or in combination of two or more kinds.

Specific examples of the silane compound represented by the aforementioned formula (d1) include (trimethoxysilyl) methane, 1,2-bis (trimethoxysilyl) ethane, and 1,2-bis (triethoxy). Silyl) ethane, 1,3-bis (trimethoxysilyl) propane, 1,3-bis (triethoxysilyl) propane, 1,4-bis (trimethoxysilyl) butane , 1,4-bis (triethoxysilyl) butane, 1,5-bis (trimethoxysilyl) pentane, 1,5-bis (triethoxysilyl) pentane, 1, 6-bis (trimethoxysilyl) hexane, 1,6-bis (triethoxysilyl) hexane, 1,6-bis (tripropoxysilyl) hexane, 1,8-bis (Trimethoxysilyl) octane, 1,8-bis (triethoxysilyl) octane, 1,8-bis (tripropoxysilyl) octane, and other bis (triC1-5 alkoxy) Silyl) C1-10 alkane; bis (dimethoxymethylsilyl) methane, 1,2-bis (dimethoxymethylsilyl) ethane, 1,2-bis (dimethoxyl) Ethylsilyl) ethane, 1,4-bis (dimethoxymethylsilyl) butane, 1,4-bis (dimethoxyethylsilyl) butane, 1,6-bis ( Dimethoxymethylsilyl) hexane, 1,6-bis (dimethoxyethylsilyl) hexane, 1,8-bis (dimethoxymethylsilyl) octane, 1, 8-bis (dimethoxyethyl) Silyl) octane and other bis (diC1-5alkoxyC1-5alkylsilyl) C1-10 alkane; 1,6-bis (methoxydimethylsilyl) hexane, 1,8- Bis (monoC1-5alkoxy-diC1-5alkylsilyl) C1-10 alkane and the like such as bis (methoxydimethylsilyl) octane. Among these, 1,2-bis (trimethoxysilyl) ethane, 1,3-bis (trimethoxysilyl) propane, and 1,4-bis (trimethoxysilyl) butyl are preferred. Bis (trimethylsilyl), 1,5-bis (trimethoxysilyl) pentane, 1,6-bis (trimethoxysilyl) hexane, 1,8-bis (trimethoxysilyl) octane, etc. C1-3 alkoxysilyl) C1-10 alkane, particularly preferably 1,6-bis (trimethoxysilyl) hexane, 1,8-bis (trimethoxysilyl) octane.

The content of the silane compound (d) is usually 0.01 to 10 parts by mass, preferably 0.03 to 5 parts by mass, and more preferably 0.05 to 2 parts by mass with respect to 100 parts by mass of the (meth) acrylic resin (a). It is preferably from 0.1 to 1 part by mass. If it is below the above upper limit value, it is beneficial to inhibit the silane compound (d) from oozing out of the adhesive layer. If it is above the above lower limit value, it is easy to improve the adhesion between the adhesive layer and the metal layer or glass substrate (or Adhesiveness), which is conducive to improving peel resistance.

The adhesive composition may further contain an antistatic agent.

Examples of the antistatic agent include a surfactant, a siloxane compound, a conductive polymer, and an ionic compound. An ionic compound is preferred. As an ionic compound, a usual person is mentioned. Examples of the cationic component constituting the ionic compound include organic cations and inorganic cations. Examples of the organic cation include a pyridinium cation, a pyrrolidinium cation, a piperidinium cation, an imidazolium cation, an ammonium cation, a sulfonium cation, and a sulfonium cation. Examples of the inorganic cation include alkali metal cations such as lithium cation, potassium cation, sodium cation, and cesium cation; and alkaline earth metal cations such as magnesium cation and calcium cation. Specifically, from the viewpoint of compatibility with a (meth) acrylic resin, a pyridinium cation, an imidazolium cation, a pyrrolidinium cation, a lithium cation, and a potassium cation are preferred. The anionic component constituting the ionic compound may be either an inorganic anion or an organic anion. In terms of antistatic performance, an anionic component containing a fluorine atom is preferred. As an anion component containing a fluorine atom of, for example, include hexafluorophosphate anion (PF ₆ -), bis (trifluoromethane sulfonic acyl) acyl imide anion _{[(CF 3 SO 2) 2} N -], bis (fluoromethyl sulfo acyl) acyl imide anion ^{_{[(FSO 2) 2 N -}} ], tetrakis (pentafluorophenyl) borate anion _{[(C 6 F 5) 4 B} - ] and the like. These ionic compounds can be used alone or in combination of two or more. Particularly preferred is a bis (trifluoromethane sulfonic acyl) acyl imide anion _{[(CF 3 SO 2) 2} N -], bis (sulfo-fluoro-acyl) acyl imide anion ^{_{[(FSO 2) 2 N -}} ], four (pentafluorophenyl) borate anion _{[(C 6 F 5) 4 B} - ].

In terms of the stability with time of the antistatic performance of the adhesive layer formed of the adhesive composition, an ionic compound that is solid at room temperature is preferred.

The content of the antistatic agent is, for example, 0.01 to 20 parts by mass, preferably 0.1 to 10 parts by mass, and more preferably 1 to 7 parts by mass based on 100 parts by mass of the (meth) acrylic resin (a).

The adhesive composition may contain additives such as one or more solvents, cross-linking catalysts, tackifiers, plasticizers, softeners, pigments, rust inhibitors, inorganic fillers, light-scattering fine particles, and the like.

<Configuration of Adhesive Layer and Optical Film with Adhesive Layer and Manufacturing Method>

The adhesive sheet of the present invention is, for example, a solvent-containing adhesive composition prepared by dissolving or dispersing the aforementioned adhesive composition in a solvent, and then applying the adhesive composition to the surface of a substrate and drying it. Examples of the optical film with an adhesive layer include a method in which an optical film is laminated on one side of the adhesive of the substrate with the adhesive sheet formed thereon, and the substrate is peeled off, and a resin film such as an optical film is coated and adhered. Method of drying the composition of the agent.

The substrate is suitably a plastic film, and specifically, a release film that has been subjected to a release treatment is mentioned. Examples of the release film include applying a release treatment such as polysiloxane treatment to one side of a film made of resins such as polyethylene terephthalate, polybutylene terephthalate, polycarbonate, and polyarylate. By. For temporary protection of the adhesive sheet, a release film may be adhered to the adhesive layer sheet.

An example of the layer structure of the adhesive sheet of this invention is shown in FIG. The adhesive sheet 1 shown in FIG. 1 is in a state where the release film 2 is stuck for temporary protection. The release film may be laminated on one side of the adhesive sheet, or may be laminated on both sides.

An optical laminated body obtained by laminating an optical film on at least one side of the adhesive layer of the present invention is also included in the present invention. The optical laminate including the adhesive sheet of the present invention is shown in Figs. 2 to 4. The optical laminate 10A shown in FIG. 2 is an optical laminate including a protective film 8, an adhesive layer 7, a polarizing film 9, an adhesive layer 7, a protective film 3, an adhesive sheet 1, and a release film 2. The protective film 3 may have a phase difference. The layer structure of the protective film 8, the adhesive layer 7, the polarizing film 9, the adhesive layer 7, and the protective film 3 corresponds to a polarizing plate shown in the optical film 40. The optical laminated body 10B shown in FIG. 3 and the optical laminated body 10C shown in FIG. 4 include a protective film 8, an adhesive layer 7, a polarizing film 9, an adhesive layer 7, a protective film 3, an adhesive sheet 1, and the like. An optical laminate of an optical film 40, an adhesive layer 7a, and a light emitting element 30 (a liquid crystal cell, an OLED unit). The optical film 40 is an optical film having a multilayer structure.

The optical film 40 is a film having optical functions such as light transmission, reflection, and absorption, and may be a single-layer film or a multilayer film. The optical film 40 includes, for example, a polarizing film (polarizing plate), a retardation film, a brightness enhancement film, an anti-glare film, an anti-reflection film, a diffusion film, a light-collecting film, a window film, and the like, and is preferably a polarizing film, Retardation film, window film, or these laminated films.

The retardation film is an optical film exhibiting optical anisotropy, and examples thereof include polyvinyl alcohol, polycarbonate, polyester, polyarylate, polyimide, polyolefin, polycycloolefin, and polybenzene. Polymer films composed of ethylene, polyfluorene, polyetherfluorene, polyvinylidene fluoride / polymethyl methacrylate, ethyl cellulose, ethylene-vinyl acetate copolymer saponification, and polyvinyl chloride are extended into 1.01 to 6 times the obtained stretched film, etc. Among these, a polymer film obtained by uniaxially stretching or biaxially stretching a polycarbonate film or a cycloolefin-based resin film is preferred. In this specification, the retardation film includes a zero retardation film, and also includes a film called a uniaxial retardation film, a low photoelasticity retardation film, a wide viewing angle retardation film, and the like.

Examples of a film that exhibits optical anisotropy by coating / alignment of a liquid crystal compound or a film that exhibits optical anisotropy by application of an inorganic layered compound include a film called a temperature-compensated retardation film. Film, "NH Film" (trade name; film obtained by oblique alignment of rod-shaped liquid crystals) sold by JX LCD Film, "WV Film" (trade name; disc-shaped) sold by Fuji Film Co., Ltd. Film obtained by oblique alignment of liquid crystals), "VAC Film" (trade name; fully biaxially oriented film), "new VAC Film" (trade name; biaxially oriented film) sold by Sumitomo Chemical Co., Ltd. Wait.

The so-called zero retardation film refers to a film which is optically isotropic and has a retardation R _{e in the} front and a retardation R _{th in the} thickness direction of -15 to 15 nm. Examples of the zero-retardation film include a resin film composed of a cellulose-based resin, a polyolefin-based resin (chain polyolefin-based resin, polycycloolefin-based resin, or the like) or a polyethylene terephthalate-based resin. In terms of easy value control and easy purchase, cellulose-based resins or polyolefin-based resins are preferred. Zero retardation films can also be used as protective films. Examples of the zero retardation film include "Z-TAC (trade name)" sold by Fuji Film Co., Ltd., "ZeroTAC (registered trademark)" sold by Konica Minolta Co., Ltd., and Japan Zeon Co., Ltd. "ZF-14 (brand name)" sold by the company.

In the optical film of the present invention, the retardation film is preferably a retardation film obtained by curing a polymerizable liquid crystal compound.

Examples of the film that exhibits optical anisotropy by coating / alignment of a liquid crystalline compound include a first form: a phase difference film obtained by aligning a supporting substrate in a horizontal direction with a rod-shaped liquid crystal compound, and a second Form: a rod-shaped liquid crystal compound is a retardation film obtained by orienting a support substrate in a vertical direction, a third form: a rod-shaped liquid crystal compound is a retardation film that changes the alignment direction in a spiral shape in a plane, Four forms: disc-shaped liquid crystal compounds are retardation films with oblique alignment. Fifth form: disc-shaped liquid crystal compounds are biaxial retardation films obtained by aligning a support substrate in a vertical direction.

For example, as the optical film used in the organic electroluminescence display, the first form, the second form, and the fifth form are suitably used. Alternatively, these layers may be laminated and used.

When the retardation film is a layer (hereinafter, sometimes referred to as an “optical anisotropic layer”) made of a polymer in which the polymerizable liquid crystal compound is aligned, the retardation film preferably has reverse wavelength dispersibility. The so-called inverse wavelength dispersion is an optical characteristic in which the retardation value of the liquid crystal alignment plane at a short wavelength becomes smaller than the retardation value of the liquid crystal alignment plane at a long wavelength. It is preferable that the retardation film satisfy the following formula (7) and (8). In addition, Re (λ) represents an in-plane retardation value for light having a wavelength of λnm.

Re (450) / Re (550) ≦ 1 (7)

1 ≦ Re (630) / Re (550) (8)

In the optical film of the present invention, in the case where the retardation film is in the first form and has a reverse wavelength dispersion property, it is preferable that the coloration is reduced during black display in a display device. 0.82 ≦ Re (450) / Re (550) ≦ 0.93, which is better. Furthermore, it is preferably 120 ≦ Re (550) ≦ 150.

As the polymerizable liquid crystal compound when the retardation film is a film having an optically anisotropic layer, it can be cited in "3.8.6" in the liquid crystal brochure (edited by the LCD brochure editor committee, issued by Maruzen Co., Ltd. on October 30, 2012) "Network (fully crosslinked)", compounds having a polymerizable group among the compounds described in "6.5.1 Liquid crystal material b. Polymerizable nematic liquid crystal material", and Japanese Patent Application Laid-Open No. 2010-31223, Japanese Patent Application Laid-Open No. 2010- 270108, JP 2011-6360, JP 2011-207765, JP 2011-162678, JP 2016-81035, International Publication No. 2017/043438, and JP The polymerizable liquid crystal compounds described in Table 2011-207765.

Examples of a method for producing a retardation film from a polymer of a polymerizable liquid crystal compound in an aligned state include a method described in Japanese Patent Application Laid-Open No. 2010-31223.

In the case of the second aspect, the front retardation value Re (550) may be adjusted to a range of 0 to 10 nm, preferably a range of 0 to 5 nm, and the retardation value R _{th in the} thickness direction may be adjusted to -10 to − A range of 300 nm, preferably a range of -20 to -200 nm, is sufficient. The retardation value R _{th in} the thickness direction, which indicates the refractive index anisotropy in the thickness direction, can be determined by the retardation value R ₅₀ and the in-plane retardation value R ₀ measured by tilting the phase advance axis in the plane by 50 degrees as the tilt axis. Figure it out. That is, the thickness direction retardation value of the retardation value R _th surface by R _0, so that the fast axis is inclined 50 degrees out of phase as the measured value of R & lt tilt axis _50, and the thickness d of the retardation film is a retardation film The average refractive index n _{0 is} calculated by calculating n _x , n _y and n _z from the following equations (10) to (12), and substituting these into equation (9).

R _th = [(n _x + n _y ) / 2-n _z ] × d (9)

R ₀ = (n _x -n _y ) × d (10)

R ₅₀ = (n _x -n _y ') × d / cos ( ) (11)

(n _x + n _y + n _z ) / 3 = n ₀ (12) Here, = sin ^-1 [sin (40 °) / n ₀ ]

n _y '= n _y × n _z / [n _y ² × sin ² ( ) + n _z ² × cos ² ( )] ^1/2

The retardation film may be a multilayer film having two or more layers. Examples thereof include those in which a protective film is laminated on one or both sides of a retardation film, or those in which two or more retardation films are laminated through an adhesive or an adhesive.

The thickness of the retardation film is usually 0.1 to 100 μm.

In the case where the retardation film is multilayered, the total thickness may be 0.5 to 200 m.

In the case where the optical film 40 is a multilayer film obtained by laminating two or more retardation films, the configuration of an optical multilayer body including the optical film of the present invention can be exemplified as shown in FIG. A 1/4 wavelength retardation layer 50 having a phase difference of 4 wavelength portions and a 1/2 wavelength retardation layer 70 providing a phase difference of 1/2 wavelength portion to the transmitted light are obtained by laminating an adhesive or an adhesive 60. The structure of the optical film 40. In addition, as shown in FIG. 4, a configuration including an optical film 40 obtained by laminating a quarter-wavelength retardation layer 50 a and a positive C layer 80 through an adhesive layer or an adhesive layer can also be cited.

The 1 / 4-wavelength retardation layer 50 that gives a phase difference of 1/4 wavelength portion and the 1 / 2-wavelength retardation layer 70 that gives a phase difference of 1/2 wavelength portion to transmitted light in FIG. 3 may be the first The optical film of this form may be the optical film of the said 5th form. In the case of the configuration shown in FIG. 3, it is more preferable that at least one of them is the fifth form.

In the case of the structure shown in FIG. 4, the ¼ wavelength retardation layer 50 a is preferably the optical film of the first embodiment described above, and more preferably satisfies the expressions (7) and (8).

The polarizing film is a film having the property of linearly polarizing light that absorbs a vibration plane parallel to its absorption axis and penetrates linearly polarized light that is perpendicular to the vibration plane of the absorption axis (parallel to the transmission axis). For example, a dichroic pigment can be used. A film obtained by adsorbing and aligning to a polyvinyl alcohol-based resin film. Examples of the dichroic dye include iodine or a dichroic organic dye.

Generally, a film made of a polyvinyl alcohol-based resin is used as a base film of a polarizing film. The polyvinyl alcohol-based resin can be formed into a film by a known method. The thickness of the raw material film is usually 1 to 150 μm, and in consideration of ease of extension and the like, it is preferably 10 μm or more.

As for the polarizing film, for example, a step of uniaxially stretching the original film, a step of dyeing the film with a dichroic pigment and adsorbing the dichroic pigment, a step of processing the film with an aqueous solution of boric acid, and The step of washing the membrane with water is finally performed by drying. The thickness of the polarizer 2 is usually 1 to 30 μm. From the viewpoint of thinning the optical film 1 with an adhesive layer, the thickness is preferably 20 μm or less, more preferably 15 μm or less, and particularly preferably 10 μm or less.

A polarizing film formed by adsorbing a dichroic pigment on a polyvinyl alcohol-based resin film, in addition to using a separate film of a polyvinyl alcohol-based resin film as a raw material film, and applying uniaxial stretching treatment and a dichroic dye to the film In addition to the method of dyeing treatment (referred to as method (1)), a coating liquid (aqueous solution, etc.) containing a polyvinyl alcohol resin can be applied to the base film and dried to obtain a polyvinyl alcohol resin. After the base film of each layer is uniaxially stretched on each base film, a method of applying a dichroic dye to the stretched polyvinyl alcohol-based resin layer, and then peeling and removing the base film (set as method (2 )). As the base film, a film made of the same thermoplastic resin as the thermoplastic resin can be used, and it is preferably made of a polyester resin such as polyethylene terephthalate, a polycarbonate resin, and triethyl cellulose. Films composed of cyclic polyolefin resins such as cellulose resins and norbornene resins, and polystyrene resins. According to the above method (2), the production of a thin-film polarizing film becomes easy, and even the production of the polarizer 2 having a thickness of, for example, 7 m or less can be easily performed.

At least one side of the polarizing film is preferably provided with a protective film via an adhesive.

As the adhesive, a known adhesive is used, and it may be an aqueous adhesive or an active energy ray-curable adhesive.

Examples of the water-based adhesive include conventional water-based adhesives (for example, an adhesive composed of an aqueous solution of a polyvinyl alcohol resin, an aqueous two-liquid urethane emulsion adhesive, an aldehyde compound, an epoxy compound, and a melamine-based adhesive. Compounds, cross-linking agents such as methylol compounds, isocyanate compounds, amine compounds, polyvalent metal salts, etc.). Among these, a water-based adhesive composed of a polyvinyl alcohol-based resin aqueous solution can be suitably used. In addition, in the case of using a water-based adhesive, it is preferable to carry out a step of drying to remove water contained in the water-based adhesive after laminating the polarizing film and the protective film. After the drying step, an aging step may be performed, for example, at a temperature of about 20 to 45 ° C. The adhesive layer formed of the water-based adhesive is usually 0.001 to 5 μm.

The above-mentioned active energy ray-curable adhesive refers to an adhesive that is cured by irradiating active energy rays such as ultraviolet rays or electron rays, and examples thereof include a curable composition containing a polymerizable compound and a photopolymerization initiator, and The curable composition of a photoreactive resin, and the curable composition containing a binder resin and a photoreactive crosslinker are preferably ultraviolet curable adhesives.

In the case of using an active energy ray-curable adhesive, the polarizing film and the protective film are bonded together, and a drying step is performed as necessary, followed by a hardening step of curing the active energy ray-curable adhesive by irradiating the active energy ray. . The light source of the active energy ray is not particularly limited, and it is preferably ultraviolet rays having a light emission distribution at a wavelength of 400 nm or less. The adhesive layer formed of the active energy ray-curable adhesive is usually 0.1 to 20 μm.

The method of bonding a polarizing film and a protective film includes a method of applying a surface activation treatment such as a saponification treatment, a corona treatment, or a plasma treatment to the bonding surface of at least one of these. In the case where the resin film is bonded to both sides of the polarizing film, the adhesive used for bonding these resin films may be the same type of adhesive or different types of adhesives.

A preferable structure of the polarizing plate is a polarizing plate obtained by laminating a protective film on at least one side of the polarizing film through an adhesive layer. In the case where the protective film is laminated only on one side of the polarizing film, it is more preferable that it is laminated on the viewing side. The protective film laminated on the viewing side is preferably a protective film composed of a triethyl cellulose-based resin or a cycloolefin-based resin. The protective film may be an unstretched film, or may be stretched in any direction and have a retardation. The surface of the protective film laminated on the viewing side may be provided with a surface treatment layer such as a hard coat layer or an anti-glare layer.

In the case where the protective film is laminated on both sides of the polarizing film, the protective film on the panel side (the side opposite to the viewing side) is preferably composed of a triethyl cellulose resin, a cycloolefin resin or an acrylic resin. Protective film or retardation film. The retardation film may be a zero retardation film described later.

Between the polarizing plate and the panel, other layers or films can be further laminated. When a circular polarizing plate for an organic EL display is used, it is preferable that the buildup layer has a retardation layer having a 1/4 wavelength retardation layer and a 1/2 wavelength retardation layer and the above-mentioned reverse wavelength dispersibility 1/4 wavelength layer. From the viewpoint of thinning, the retardation layer is preferably a liquid crystal-based retardation film.

The light-collecting film is used for the purpose of light path control and the like, and may be a holographic array sheet, a lens array sheet, a sheet with dots, and the like.

The brightness enhancement film is used for the purpose of improving the brightness in a liquid crystal display device using a polarizing plate. Specifically, a reflective polarizing separation plate designed by laminating a plurality of films having different refractive index anisotropies to each other to generate reflectance anisotropy, an alignment film of a cholesteric liquid crystal polymer, or an aligned liquid crystal thereof can be cited. The layer supports a circularly polarized light separation plate or the like on a substrate film.

The term “window film” means that a front panel of a flexible display device such as a flexible display is generally disposed on the outermost surface of the display device. Examples of the window film include a resin film made of polyimide resin. The window film may also be a mixed film of an organic material and an inorganic material such as a resin film including, for example, polyimide and silicon oxide. In addition, the window film may be provided with a hard coating layer on the surface for imparting surface hardness, antifouling properties, and fingerprint resistance. Examples of the window film include the film described in Japanese Patent Application Laid-Open No. 2017-94488.

The optical laminate including the adhesive layer sheet of the present invention can be laminated on a display element such as an organic EL element or a liquid crystal cell, and is used in a display device (FPD: flat panel display) such as an organic EL display device or a liquid crystal display device.

    [Example]    

Hereinafter, the present invention will be described in more detail with reference to examples and comparative examples. The "%" and "part" in the examples and comparative examples are referred to as "mass%" and "mass part" unless otherwise noted.

In addition, in the following examples, the measurement of the weight average molecular weight and the number average molecular weight are arranged in parallel in a gel permeation chromatography (hereinafter referred to as GPC) apparatus (GPC-8120, manufactured by Tosoh Corporation). A total of four "TSK gel XL (manufactured by Tosoh Corporation)" and one "Shodex GPC KF-802 (manufactured by Showa Denko Corporation)" were used as columns, and tetrahydrofuran was used as the eluent. The concentration of the sample was 5 mg. It was carried out under the conditions of 100 mL / sample, a sample introduction amount of 100 μL, a temperature of 40 ° C., and a flow rate of 1 mL / minute, and was calculated by standard polystyrene conversion.

(Synthesis example 1) Synthesis of light selective absorbing compound (1)

A 200 mL four-necked flask equipped with a Dimroth cooling tube and a thermometer was set to a nitrogen environment, and 10 parts of a compound represented by formula (aa) synthesized by referring to a patent document (Japanese Patent Laid-Open No. 2014-194508) was fed, 3.6 parts of acetic anhydride (manufactured by Wako Pure Chemical Industries, Ltd.), 6.9 parts of 2-ethylhexyl cyanoacetate (also known as DIPEA; manufactured by Tokyo Chemical Industry Co., Ltd.) and acetonitrile (Wako Pure Chemical Industries, Ltd.) 60 parts), and stirred with a magnetic stirrer. At an internal temperature of 25 ° C, 4.5 parts of DIPEA (manufactured by Tokyo Chemical Industry Co., Ltd.) was added dropwise from the dropping funnel for 1 hour. After the dropwise addition was completed, the temperature was maintained at 25 ° C for another 2 hours. After the reaction, the acetonitrile was removed using a reduced pressure evaporator, and the residue was purified by column chromatography (silica gel). The effluent containing the light selective absorbing compound (1) represented by the formula (aa1) was subjected to a reduced pressure evaporator. The solvent was removed to obtain yellow crystals. By drying the crystals under reduced pressure at 60 ° C, 4.6 parts of a light-selective absorbing compound (1) was obtained as a yellow powder. The yield is 50%.

As a result of ¹ H-NMR analysis, the following peaks were observed, and it was confirmed that the light-selective absorbing compound 1 had been formed.

¹ H-NMR (CDCl ₃ ) δ: 0.87-0.94 (m, 6H), 1.32-1.67 (m, 8H), 1.59-1.66 (m, 2H), 2.09 (quin, 2H), 3.00 (m, 5H) , 3.64 (t, 2H), 4.10 (dd, 2H), 5.52 (d, 2H), 7.87 (d, 2H)

<Measurement of gram absorption coefficient ε>

In order to measure the light absorption coefficient of the obtained light-selective absorbing compound (1), the light-selective absorbing compound (1) was dissolved in 2-butanone. The obtained solution (0.006 g / L) was put into a 1 cm quartz cell, and the quartz cell was placed in a spectrophotometer UV-2450 (manufactured by Shimadzu Corporation) with a dual beam method at a step size of 300 to 1 nm. The absorbance was measured in a wavelength range of 800 nm. From the obtained absorbance value, the concentration of the light-absorbing compound in the solution, and the optical path length of the quartz cell, the gram absorption coefficient of each wavelength was calculated using the following formula.

ε (λ) = A (λ) / CL

[Where ε (λ) represents the gram absorption coefficient L / (g‧cm) of the compound at the wavelength λnm, A (λ) represents the absorbance at the wavelength λnm, C represents the concentration g / L, and L represents the light in the quartz cell Path length cm. ]

When the absorption maximum wavelength (λmax) of the light-selective absorbing compound (1) was measured, λmax = 389nm (in 2-butanone), the value of ε (405) was 47L / (g‧ cm), and the value of ε (440) It is 0.1 L / (g‧cm) or less, and the value of ε (405) / ε (440) is 80 or more.

(Synthesis example 2) Synthesis of light selective absorbing compound (2)

In a 200 mL four-necked flask equipped with a Daiichi cooling tube and a thermometer, in a nitrogen environment, feed 10 g of a compound represented by formula (aa) synthesized with reference to Japanese Patent Application Laid-Open No. 2014-194508, and acetic anhydride (Wako Pure Chemical Industries). 3.6 g, 2-butyloctyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.), 10 g, and 60 g of acetonitrile (manufactured by Wako Pure Chemical Industries, Ltd.), and stirred with a magnetic stirrer. After 4.5 g of DIPEA (manufactured by Tokyo Chemical Industry Co., Ltd.) was added dropwise to the obtained mixture at an internal temperature of 25 ° C over 1 hour, the temperature was maintained at an internal temperature of 25 ° C for another 2 hours. Then, acetonitrile was removed using a reduced-pressure evaporator, and the mixture was purified by column chromatography (silica gel). The effluent containing the compound represented by the formula (aa2) was removed by a reduced-pressure evaporator to obtain a yellow crystal. By drying the crystals under reduced pressure at 60 ° C, 4.6 g of a compound (light selective absorption compound (2)) represented by the formula (aa2) was obtained as a yellow powder. The yield was 56%.

The gram absorption coefficient was calculated in the same way as above, and the value of ε (405) of the compound represented by formula (aa2) was 45L / (g‧cm), and the value of ε (420) was 2.1L / (g‧ cm).

(Synthesis Example 3) Synthesis of (meth) acrylic resin

In a reaction vessel equipped with a cooling tube, a nitrogen introduction tube, a thermometer, and a stirrer, 81.8 parts of ethyl acetate as a solvent, 70.4 parts of butyl acrylate as monomers, 20.0 parts of methyl acrylate, and 2-phenoxy acrylate were fed. A solution obtained by mixing 8.0 parts of ethyl ethyl ester, 1.0 parts of 2-hydroxyethyl acrylate, and 0.6 parts of acrylic acid. After replacing the air in the reaction vessel with nitrogen, the internal temperature was adjusted to 60 ° C. Then, a solution obtained by dissolving 0.12 parts of azobisisobutyronitrile in 10 parts of ethyl acetate was added. After maintaining at the same temperature for 1 hour, while maintaining the internal temperature at 54 to 56 ° C, ethyl acetate was continuously added to the reaction vessel at an addition rate of 17.3 parts / hour so that the polymer concentration became approximately 35%. . After maintaining the internal temperature at 54 to 56 ° C from the beginning of the addition of ethyl acetate to 12 hours, ethyl acetate was added and adjusted so that the concentration of the polymer became 20% to obtain (meth) acrylic acid. Solution of ethyl resin (1). The weight average molecular weight Mw of the (meth) acrylic resin was 1.39 million, and the ratio Mw / Mn of the weight average molecular weight Mw to the number average molecular weight Mn was 5.32.

For the measurement of weight average molecular weight and number average molecular weight, four “TSK gel XL (manufactured by Tosoh Corporation)” and one “Shodex GPC KF-802 (Showa Denko Corporation) (Manufactured by Co., Ltd.) "A total of 5 columns were used as the column, and tetrahydrofuran was used as the eluent. The sample concentration was 5 mg / mL, the sample introduction amount was 100 μL, the temperature was 40 ° C, and the flow rate was 1 mL / min. Calculate it.

(Synthesis Example 4) Synthesis of Adhesive Composition (1)

With respect to 100 parts of the solid content of the ethyl acetate solution (1) (resin concentration: 20%) of the (meth) acrylic resin obtained in Synthesis Example 3, 0.4 parts of a cross-linking agent, 0.4 parts of a silane compound, and Synthesis Example 1 2 parts of the synthesized light-selective absorbing compound (1) and 2.0 parts of Sumisorb 350 (manufactured by Sumika Chemtex Co., Ltd.), and then ethyl acetate was added so that the solid content concentration became 14% to obtain an adhesive composition ( 1). The blending amount of the crosslinking agent is parts by weight of the active ingredient.

The details of the crosslinking agent and the silane compound used in Synthesis Example 4 are as follows.

Crosslinking agent: an ethyl acetate solution of trimethylolpropane adduct of xylyl diisocyanate (solid content concentration 75%), purchased from Tosoh Corporation under the trade name "Coronate L".

Silane compound: 3-glycidoxypropyltrimethoxysilane, purchased under the trade name "KBM403" from Shinyue Chemical Industry Co., Ltd.

(Synthesis Example 5) Synthesis of Adhesive Composition (2)

Except replacing the light-selective absorbing compound with 2.0 parts of the light-selective absorbing compound (2) obtained in Synthesis Example 2 and 1.0 part of 2-hydroxy-4-methoxydiphenyl ketone (manufactured by Tokyo Chemical Industry Co., Ltd.) In the same manner as in Synthesis Example 4, an adhesive composition (2) was obtained.

(Synthesis Example 6) Synthesis of Adhesive Composition (3)

An adhesive was obtained in the same manner as in Synthesis Example 4 except that 1.0 parts of the light selective absorption compound (2) and EST-5 (manufactured by Sumitomo Chemical Co., Ltd.) were replaced with the light selective absorption compound obtained in Synthesis Example 2. Composition (3).

(Synthesis Example 7) Synthesis of Adhesive Composition (4)

A (meth) acrylic resin adhesive composition was obtained in the same manner as in Synthesis Example 4 except that the light-selective absorption compound was only 2 parts of the light-selective absorption compound (1) obtained in Synthesis Example 1, and Sumisoap 350 was not mixed. (7).

(Synthesis Example 8) Synthesis of Adhesive Composition (5)

A (meth) acrylic resin adhesive composition was obtained in the same manner as in Synthesis Example 4 except that the light selective absorption compound was only 2 parts of the light selective absorption compound (2) obtained in Synthesis Example 2 without Sumisoap 350. (5).

<Production of adhesive sheet>

(Example 1) Production of an adhesive sheet (1)

Using an applicator, apply the obtained adhesive composition (1) to a thickness of 15 μm after drying on a separation membrane made of a polyethylene terephthalate membrane (purchased from The release treated surface of Lintec Co., Ltd. under the trade name "PLR-382190"] was dried at 100 ° C for 1 minute to prepare an adhesive layer (1).

The obtained adhesive layer (1) was bonded to a 23 μm cycloolefin film with a laminator, and then cured at a temperature of 23 ° C. and a relative humidity of 65% for 7 days to obtain an adhesive sheet (1).

(Example 2) Production of an adhesive sheet (2)

An adhesive sheet (2) was obtained in the same manner as in Example 1 except that the adhesive composition was replaced with the adhesive composition (2) obtained in Synthesis Example 5.

(Example 3) Production of an adhesive sheet (3)

An adhesive sheet (3) was obtained in the same manner as in Example 1, except that the adhesive composition was replaced with the adhesive composition (3) obtained in Synthesis Example 6.

(Comparative example 1) Production of adhesive sheet (4)

An adhesive sheet (4) was obtained in the same manner as in Example 1, except that the adhesive composition was replaced with the adhesive composition (4) obtained in Synthesis Example 7.

(Comparative example 2) Production of adhesive sheet (5)

An adhesive sheet (5) was obtained in the same manner as in Example 1 except that the adhesive composition was replaced with the adhesive composition (5) obtained in Synthesis Example 8.

<Production of Polarizer with Adhesive>

(Production Example 1) Production of Polarizing Plate Film

A polyvinyl alcohol film with an average degree of polymerization of about 2400, a degree of saponification of 99.9 mol%, and a thickness of 30 μm [Kuraray Vinylon VF-PE # 3000 made by Kuraray Co., Ltd.] was immersed in pure water at 37 ° C. It was immersed in an aqueous solution (iodine / potassium iodide / water (mass ratio) = 0.04 / 1.5 / 100) containing iodine and potassium iodide at 30 ° C. Then, it was immersed in an aqueous solution (potassium iodide / boric acid / water (mass ratio) = 12 / 3.6 / 100) containing potassium iodide and boric acid at 56.5 ° C. The film was washed with pure water at 10 ° C and then dried at 85 ° C to obtain a polarizer having an iodine adsorption alignment with a thickness of about 12 μm of polyvinyl alcohol. Extension is mainly performed in the steps of iodine staining and boric acid treatment, and the total extension ratio is 5.3 times.

A transparent protective film made of triethylfluorene-based cellulose film with a thickness of 25 μm [trade name "KC2UA" manufactured by Konica Minolta Opto Co., Ltd., hereinafter sometimes referred to as "TAC film"] was passed through a polyvinyl alcohol resin An adhesive composed of an aqueous solution was bonded to one side of the obtained polarizer. Next, a zero-phase retardation film made of a cyclic polyolefin resin with a thickness of 23 μm [trade name "ZEONOR" manufactured by Zeon Corporation (hereinafter referred to as "COP film"]) was passed through a polyvinyl alcohol system An adhesive composed of an aqueous resin solution was bonded to the surface of the polarizer opposite to the triethylfluorene-based cellulose film to produce a polarizing plate.

(Example 4) Production of a polarizing plate (1) with an adhesive

A polarizing plate (1) with an adhesive was obtained in the same manner as in Example 2 except that the 23 μm cycloolefin film was replaced with the polarizing plate obtained in Production Example 1. The polarizing plate (1) with an adhesive layer has a structure of a TAC film / adhesive layer / polarizing film / adhesive layer / COP film / adhesive layer.

(Example 5) Production of a polarizing plate (2) with an adhesive

A polarizing plate (2) with an adhesive was obtained in the same manner as in Example 3, except that the 23 μm cycloolefin film was replaced with the polarizing plate obtained in Production Example 1. The polarizing plate (2) with an adhesive layer has a structure of a TAC film / adhesive layer / polarizing film / adhesive layer / COP film / adhesive layer.

(Comparative example 3) Production of a polarizing plate (3) with an adhesive

A polarizing plate (3) with an adhesive was obtained in the same manner as in Comparative Example 2 except that the 23 μm cycloolefin film was replaced with the polarizing plate obtained in Production Example 1. The polarizing plate (3) with an adhesive layer has a structure of a TAC film / adhesive layer / polarizing film / adhesive layer / COP film / adhesive layer.

<Measurement of Absorbance of Adhesive Sheet>

The obtained film (1) with an adhesive sheet was cut into a size of 30 mm × 30 mm, and the adhesive sheet was bonded to an alkali-free glass [trade name “EAGLE XG” manufactured by Corning Corporation], and this was used as a sample. A spectrophotometer (UV-2450: manufactured by Shimadzu Corporation) was used to measure the absorbance in the wavelength range of 300 to 800 nm. The results are shown in Table 1. The higher the absorbance retention rate, the less the degradation of the light-selective absorption function, and the better the weather resistance. In addition, the absorbances of the COP film simple substance and the alkali-free glass simple substance at wavelengths of 350 nm, 405 nm, and 440 nm were all zero.

The sample after the absorbance measurement was put into a Sunshine Weather Meter (manufactured by Suga Testing Machine Co., Ltd.) under a condition of 63 ° C. and 50% relative humidity for 24 hours, and a weather resistance test was performed for 24 hours. The absorbance of the sample taken out was measured in the same manner as described above. From the measured absorbance, the absorbance retention of the sample at 405 nm was determined based on the following formula. The results are shown in Table 1.

Absorbance retention rate = (A (405) after endurance test / A (405) before endurance test) × 100

<Measurement of Absorbance of Polarizer with Adhesive>

The obtained polarizing plate with an adhesive was cut into a size of 30 mm × 30 mm, and then the adhesive layer was bonded to a glass substrate to obtain a measurement sample. The layer structure of the measurement sample was a glass substrate / adhesive layer / COP film / adhesive layer / polarizer / adhesive layer / TAC film. An alkali-free glass substrate (trade name "Eagle XG" manufactured by Corning Corporation) was used as the glass substrate.

With respect to the obtained measurement sample, a spectrophotometer with a integrating sphere (product name "V7100" manufactured by JASCO Corporation) was used to measure the transmission axis direction and absorption axis direction of the polarizing plate in the range of 380 to 780 nm. The transmission spectrum is calculated from the transmission spectrum in the direction of the transmission axis of the polarizer, and the absorbance of the polarizer with the adhesive layer is calculated. In addition, it was confirmed that the deterioration of the polarizing plate with an adhesive under short-wavelength visible light having a wavelength of 405 nm was suppressed. In addition, the absorbance of the TAC film simple substance, the COP film simple substance and the alkali-free glass simple substance at the wavelength of 405 nm and the wavelength of 440 nm were all 0.

As described in Table 1, the adhesive sheet of the present invention has a good light absorption function near a wavelength of 350 nm and a light absorption function near a wavelength of 405 nm. Therefore, if the adhesive sheet of the present invention is laminated on a retardation film or an organic EL element, the adhesive sheet of the present invention can shield ultraviolet rays facing the retardation film or the organic EL element and light near a wavelength of 405 nm, and can suppress the cause. Deterioration of retardation film or organic EL element due to both ultraviolet and short-wavelength visible light. In addition, the adhesive sheet of the present invention has a good light absorption function near a wavelength of 405 nm even after a weather resistance test, and has good weather resistance (durability). In addition, the adhesive sheet of the present invention has low light absorption performance near a wavelength of 440 nm, and can perform good color performance without hindering light emission of the liquid crystal display device.

In addition, as described in Table 2, the optical film of the adhesive sheet of the present invention has a good light absorption function in the vicinity of a wavelength of 405 nm. Moreover, even after the weather resistance test, the light absorption function in the vicinity of a wavelength of 405 nm was good, and it had good weather resistance (durability).

    [Industrial availability]    

The adhesive sheet and the optical film with the adhesive sheet of the present invention can be suitably used in a liquid crystal panel and a liquid crystal display device.

Claims (13)

    An adhesive sheet is formed from an adhesive composition containing a (meth) acrylic resin (A) and a light selective absorption compound, and satisfies the following formulae (1) and (2), and A (350) ≧ 0.5 (1) A (405) ≧ 0.5 (2) In formula (1), A (350) represents the absorbance at a wavelength of 350nm; in formula (2), A (405) represents the absorbance at a wavelength of 405nm.         According to the adhesive sheet described in item 1 of the patent application scope, it further satisfies the following formula (3), A (440) ≦ 0.1 (3) In formula (3), A (440) represents the absorbance at a wavelength of 440nm.         According to the adhesive sheet described in item 1 of the scope of patent application, it further satisfies the following formula (4), A (405) / A (440) ≧ 5 (4) In formula (4), A (405) is expressed in The absorbance at a wavelength of 405 nm, A (440) represents the absorbance at a wavelength of 440 nm.         The adhesive sheet according to any one of claims 1 to 3, wherein the light selective absorption compound includes a compound that selectively absorbs light having a wavelength of 350 nm and a compound that selectively absorbs light having a wavelength of 405 nm.         The pressure-sensitive adhesive sheet according to item 4 of the scope of patent application, wherein the compound that selectively absorbs light having a wavelength of 405 nm is a compound satisfying formula (5), and ε (405) ≧ 20 (5) in formula (5), ε (405) represents the gram absorption coefficient of the compound at a wavelength of 405 nm; the unit of the gram absorption coefficient is L / (g‧cm).         The pressure-sensitive adhesive sheet according to item 5 of the scope of patent application, wherein the compound that selectively absorbs light having a wavelength of 405 nm is a compound satisfying the formula (6), and ε (405) / ε (440) ≧ 20 (6) In (6), ε (405) represents the gram absorption coefficient of the compound at a wavelength of 405 nm, and ε (440) represents the gram absorption coefficient at a wavelength of 440 nm.         The adhesive sheet according to any one of claims 4 to 6, wherein the compound that selectively absorbs light having a wavelength of 405 nm is a compound having a merocyanine structure in the molecule.         The adhesive sheet according to any one of claims 1 to 7, wherein the adhesive composition further comprises a crosslinking agent (B).         The pressure-sensitive adhesive sheet according to item 8 of the scope of patent application, wherein the content of the crosslinking agent (B) is 0.01 to 15 parts by mass based on 100 parts by mass of the (meth) acrylic resin (A).         The pressure-sensitive adhesive sheet according to any one of claims 1 to 9, wherein the content of the light-selective absorbing compound is 0.01 to 20 parts by mass based on 100 parts by mass of the (meth) acrylic resin (A). .         An optical film with an adhesive layer as described in any one of claims 1 to 10 of the scope of patent application, which is formed by laminating an optical film on at least one side of an adhesive sheet.         According to the polarizing plate with an adhesive layer described in item 11 of the scope of patent application, wherein the optical film is a polarizing plate.         A display device includes an optical film with an adhesive layer as described in item 11 or 12 of the scope of patent application.